AMOS SMITH

Summary

Affiliation: University of Pennsylvania
Country: USA

Publications

  1. ncbi request reprint Discodermolide analogues as the chemical component of combination bacteriolytic therapy
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA
    Bioorg Med Chem Lett 15:3623-6. 2005
  2. ncbi request reprint The [1,5]-Brook rearrangement: an initial application in anion relay chemistry
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Am Chem Soc 128:12368-9. 2006
  3. pmc Pyrrolinone-based peptidomimetics. "Let the enzyme or receptor be the judge"
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Acc Chem Res 44:180-93. 2011
  4. ncbi request reprint The spirastrellolides: construction of the southern C(1)-C(25) fragment exploiting anion relay chemistry
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 9:3311-4. 2007
  5. ncbi request reprint Anion relay chemistry extended. Synthesis of a gorgonian sesquiterpene
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 9:3307-9. 2007
  6. ncbi request reprint Indole diterpene synthetic studies. Total synthesis of (+)-nodulisporic acid F and construction of the heptacyclic cores of (+)-nodulisporic acids A and B and (-)-nodulisporic acid D
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Org Chem 72:4596-610. 2007
  7. ncbi request reprint Total synthesis of the marine natural product (-)-clavosolide A. A showcase for the Petasis-Ferrier union/rearrangement tactic
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 8:3315-8. 2006
  8. ncbi request reprint Evolution of a total synthesis of (-)-kendomycin exploiting a Petasis-Ferrier rearrangement/ring-closing olefin metathesis strategy
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Am Chem Soc 128:5292-9. 2006
  9. ncbi request reprint Indole diterpenoid synthetic studies. The total synthesis of (+)-nodulisporic acid F
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 8:1665-8. 2006
  10. ncbi request reprint Design and synthesis of a potent phorboxazole C(11-15) acetal analogue
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 8:797-9. 2006

Research Grants

  1. SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS
    Amos B Smith; Fiscal Year: 2010
  2. SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS
    AMOS SMITH; Fiscal Year: 2009
  3. SYNTHESIS OF SPONGISTATIN ANTITUMOR AGENTS
    AMOS SMITH; Fiscal Year: 2003
  4. SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS
    AMOS SMITH; Fiscal Year: 2001
  5. ANTICANCER AGENTS--STRUCTURE AND SYNTHESIS
    AMOS SMITH; Fiscal Year: 2000
  6. SYNTHESIS OF CHLOROPEPTINS, GP120 CD4 BINDING INHIBITORS
    AMOS SMITH; Fiscal Year: 2001
  7. Anticancer Agents: Structure and Synthesis
    Amos B Smith; Fiscal Year: 2010
  8. NMR systems : 2 Bruker Avance 500 Consoles
    AMOS SMITH; Fiscal Year: 2006
  9. SYNTHESIS OF SPONGISTATIN ANTITUMOR AGENTS
    AMOS SMITH; Fiscal Year: 2007
  10. ANTICANCER AGENTS--STRUCTURE AND SYNTHESIS
    AMOS SMITH; Fiscal Year: 2004

Detail Information

Publications96

  1. ncbi request reprint Discodermolide analogues as the chemical component of combination bacteriolytic therapy
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA
    Bioorg Med Chem Lett 15:3623-6. 2005
    ..A single intravenous injection of (+)-3 plus genetically modified Clostridium novyi-NT spores caused rapid and complete regressions of tumors in mice bearing HCT116 colorectal cancer xenografts...
  2. ncbi request reprint The [1,5]-Brook rearrangement: an initial application in anion relay chemistry
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Am Chem Soc 128:12368-9. 2006
    ..That the mode of silyl migration is intramolecular was demonstrated by a crossover experiment. Finally, the tricomponent anion relay chemistry (ARC) coupling tactic was demonstrated employing the [1,5]-Brook rearrangement...
  3. pmc Pyrrolinone-based peptidomimetics. "Let the enzyme or receptor be the judge"
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Acc Chem Res 44:180-93. 2011
    ..Taken together, these results illustrate the remarkable potential of the 3,5-linked polypyrrolinone scaffold as β-strand, β-sheet, β-turn, and potentially helical peptidomimetics...
  4. ncbi request reprint The spirastrellolides: construction of the southern C(1)-C(25) fragment exploiting anion relay chemistry
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 9:3311-4. 2007
    ..Central to this venture was the use of four dithiane unions, including the highly effective deployment of the anion relay chemistry (ARC) tactic recently introduced by our laboratory...
  5. ncbi request reprint Anion relay chemistry extended. Synthesis of a gorgonian sesquiterpene
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 9:3307-9. 2007
    ..The synthesis proceeded in five steps with an overall yield of 22%...
  6. ncbi request reprint Indole diterpene synthetic studies. Total synthesis of (+)-nodulisporic acid F and construction of the heptacyclic cores of (+)-nodulisporic acids A and B and (-)-nodulisporic acid D
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Org Chem 72:4596-610. 2007
    ....
  7. ncbi request reprint Total synthesis of the marine natural product (-)-clavosolide A. A showcase for the Petasis-Ferrier union/rearrangement tactic
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 8:3315-8. 2006
    ..A one-pot esterification/lactonization employing the Yamaguchi protocol, followed by bis-glycosidation, furnished (-)-clavosolide A...
  8. ncbi request reprint Evolution of a total synthesis of (-)-kendomycin exploiting a Petasis-Ferrier rearrangement/ring-closing olefin metathesis strategy
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Am Chem Soc 128:5292-9. 2006
    ....
  9. ncbi request reprint Indole diterpenoid synthetic studies. The total synthesis of (+)-nodulisporic acid F
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 8:1665-8. 2006
    ....
  10. ncbi request reprint Design and synthesis of a potent phorboxazole C(11-15) acetal analogue
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 8:797-9. 2006
    ..Reevaluation of (+)-C(45-46) E-chloroalkenyl phorboxazole A (6) confirms subnanomolar activity across a broad panel of human cancer cell lines...
  11. ncbi request reprint Anion relay chemistry: an effective tactic for diversity oriented synthesis
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, PA 19104, USA
    J Am Chem Soc 128:66-7. 2006
    ..Addition of HMPA or other polar solvents to trigger a solvent controlled 1,4-Brook rearrangement then leads to a new distal anion (8), which in turn is available to react with a variety of second electrophiles...
  12. ncbi request reprint Design, synthesis, and biological evaluation of simplified analogues of (+)-discodermolide. Additional insights on the importance of the diene, the C7 hydroxyl, and the lactone
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:5229-32. 2005
    ..Saturation of the terminal diene system, alteration of the substituents on the lactone, and alkylation of the C7-hydroxyl group reveal significant structure-activity relationships...
  13. ncbi request reprint Design, synthesis, and biological evaluation of potent discodermolide fluorescent and photoaffinity molecular probes
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:5199-202. 2005
    ..Stereoselective olefin cross-metathesis comprised a key tactic for construction of two of the molecular probes. Three photoaffinity probes were radiolabeled with tritium...
  14. ncbi request reprint Synthesis and assignment of absolute configuration of (-)-oleocanthal: a potent, naturally occurring non-steroidal anti-inflammatory and anti-oxidant agent derived from extra virgin olive oils
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, 19104, USA
    Org Lett 7:5075-8. 2005
    ..Both syntheses begin with d-(-)-ribose, proceed in 12 steps, and are achieved with an overall yield of 7%. Both enantiomers proved to be non-steroidal anti-inflammatory and anti-oxidant agents...
  15. ncbi request reprint (+)-Phorboxazole A synthetic studies. A highly convergent, second generation total synthesis of (+)-phorboxazole A
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:4399-402. 2005
    ..The second generation synthesis entails the longest linear sequence of 24 steps, with an overall yield of 4.2%...
  16. ncbi request reprint Total synthesis of (-)-kendomycin exploiting a Petasis-Ferrier rearrangement/ring-closing olefin metathesis synthetic strategy
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, PA 19104, USA
    J Am Chem Soc 127:6948-9. 2005
    ....
  17. ncbi request reprint Total synthesis of (+)-discodermolide: a highly convergent fourth-generation approach
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:1825-8. 2005
    ..Importantly, Wittig salt generation proceeded in excellent yield under ambient pressure...
  18. ncbi request reprint Design, synthesis, and evaluation of carbamate-substituted analogues of (+)-discodermolide
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:311-4. 2005
    ..Structure-activity relationships of the C(19) carbamate were defined, exploiting two synthetically simplified scaffolds, as well as the parent (+)-discodermolide framework...
  19. ncbi request reprint Syntheses of (-)-oleocanthal, a natural NSAID found in extra virgin olive oil, the (-)-deacetoxy-oleuropein aglycone, and related analogues
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Org Chem 72:6891-900. 2007
    ..To demonstrate the utility of the second-generation synthesis, multigram quantities of (-)-oleocanthal were prepared in 10 steps (14% overall yield) from commercially available D-lyxose...
  20. ncbi request reprint Total synthesis of (+)-tedanolide
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 129:10957-62. 2007
    ....
  21. pmc Diversity-oriented synthesis of 2,4,6-trisubstituted piperidines via type II anion relay chemistry
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 13:3328-31. 2011
    ....
  22. pmc Design, synthesis, and structural analysis of D,L-mixed polypyrrolinones. 2. Macrocyclic hexapyrrolinones
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 12:2994-7. 2010
    ..Extensive NMR studies and X-ray analysis reveal, respectively, that the macrocyclic hexapyrrolinones aggregate in solution and in the solid state form staggered stacked nanotube-like assemblies...
  23. pmc Design, synthesis, and structural analysis of D,L-mixed polypyrrolinones. 1. From nonpeptide peptidomimetics to nanotubes
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 12:2990-3. 2010
    ....
  24. pmc Design, synthesis, and biological evaluation of EF- and ABEF- analogues of (+)-spongistatin 1
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 12:1792-5. 2010
    ....
  25. pmc Benzyl and phenylthiomethyl silanes: a new class of bifunctional linchpins for type II anion relay chemistry (ARC)
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 12:1260-3. 2010
    ....
  26. pmc Uniting anion relay chemistry with Pd-mediated cross coupling: design, synthesis and evaluation of bifunctional aryl and vinyl silane linchpins
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 12:588-91. 2010
    ..The synthetic tactic permits both alkylation and Pd-mediated CCR of the anions derived via 1,4-silyl C(sp(2))-->O Brook Rearrangements...
  27. pmc Total synthesis of (+)-sorangicin A
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Am Chem Soc 131:12109-11. 2009
    ....
  28. pmc Hemi-phorboxazole a: structure confirmation, analogue design and biological evaluation
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 11:3766-9. 2009
    ..albicans...
  29. pmc (+)-Rimocidin synthetic studies: construction of the C(1-27) aglycone skeleton
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Org Chem 74:5987-6001. 2009
    ....
  30. pmc An efficient, second-generation synthesis of the signature dioxabicyclo[3.2.1]octane core of (+)-sorangicin A and elaboration of the (Z,Z,E)-triene acid system
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 11:1099-102. 2009
    ..Assembly of the triene acid system was then achieved via Stille cross-coupling with the ethyl ester of (Z,Z)-5-tributylstannyl-2,4-pentadienoic acid, followed by mild hydrolysis preserving the triene configuration...
  31. pmc Total synthesis of (+)-psymberin (irciniastatin A): catalytic reagent control as the strategic cornerstone
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 10:5625-8. 2008
    ..The synthesis proceeds with a longest linear sequence of 21 steps from commercially available 2,2-dimethyl-1,3-propanediol...
  32. pmc Total synthesis of (-)-2-epi-peloruside A
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 10:5501-4. 2008
    ....
  33. doi request reprint Evolution of the Petasis-Ferrier union/rearrangement tactic: construction of architecturally complex natural products possessing the ubiquitous cis-2,6-substituted tetrahydropyran structural element
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Acc Chem Res 41:675-87. 2008
    ....
  34. doi request reprint Synthesis and biological evaluation of phorboxazole congeners leading to the discovery and preparative-scale synthesis of (+)-chlorophorboxazole a possessing picomolar human solid tumor cell growth inhibitory activity
    Amos B Smith
    Department of Chemistry, The Penn Center for Molecular Discovery, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Org Chem 73:1201-8. 2008
    ..34.6 nM) when evaluated against the same cell line panel. Importantly, (+)-C(46)-chlorophorboxazole A (3) displayed picomolar (pM) inhibitory activity in several cell lines...
  35. doi request reprint A second-generation total synthesis of (+)-phorboxazole A
    Amos B Smith
    Department of Chemistry, The Penn Center for Molecular Discovery, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Org Chem 73:1192-200. 2008
    ..The synthesis, achieved with a longest linear sequence of 24 steps, proceeded in 4.6% overall yield...
  36. ncbi request reprint Total syntheses of the assigned structures of lituarines B and C
    Amos B Smith
    Department of Chemistry, The Monell Chemical Senses Center, and The Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Am Chem Soc 130:422-3. 2008
  37. ncbi request reprint Diversity-oriented synthesis of polyketide natural products via iterative chemo- and stereoselective functionalization of polyenoates: development of a unified approach for the C(1-19) segments of lituarines A-C
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:139-42. 2005
    ....
  38. ncbi request reprint Construction of a C(30-38) dioxabicyclo[3.2.1]octane subtarget for (+)-sorangicin A, exploiting a regio- and stereocontrolled acid-catalyzed epoxide ring opening
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 6:1477-80. 2004
    ..5% overall yield) via a series of acid-catalyzed epoxide ring openings. The first, facilitated by the complex of alkyne (+)-3 with Co(2)(CO)(8), proceeded in a highly regio- and stereoselective fashion...
  39. ncbi request reprint Solution structure of (+)-discodermolide
    A B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 3:695-8. 2001
    ..Taken together, the results demonstrate that in solution (+)-discodermolide occupies a helical conformation remarkably similar to the solid state conformation...
  40. ncbi request reprint Total synthesis of (-)-callystatin A
    A B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA
    Org Lett 3:1685-8. 2001
    ..The total synthesis proceeded in 2.3% overall yield with the longest linear sequence of 15 steps...
  41. ncbi request reprint Tremorgenic indole alkaloids. The total synthesis of (-)-penitrem D
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, PA 19104, USA
    J Am Chem Soc 125:8228-37. 2003
    ..The longest linear sequence leading to (-)-penitrem D (4) was 43 steps...
  42. ncbi request reprint Nodulisporic acid A synthetic studies. 1. Overall strategy and construction of a western hemisphere subtarget
    A B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA
    Org Lett 3:3967-70. 2001
    ..The synthesis proceeded in 9% overall yield (longest linear sequence, 11 steps), exploiting a Shibasaki-Mori tandem transmetalation-cyclization to construct ring B. [reaction: see text]..
  43. ncbi request reprint Nodulisporic acid A synthetic studies. 2. Construction of an eastern hemisphere subtarget
    A B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA
    Org Lett 3:3971-4. 2001
    ..Central to the synthesis is a Koga three-component conjugate addition-alkylation sequence which secures the trans orientation of the vicinal quaternary methyl groups. [reaction: see text]..
  44. ncbi request reprint Total synthesis of (-)-21-isopentenylpaxilline
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 5:587-90. 2003
    ....
  45. ncbi request reprint Lituarine synthetic studies. An efficient, stereocontrolled construction of the common c(7-19) tricyclic spiroketal fragment
    A B Smith
    Department of Chemistry, Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, PA 19104, USA
    Org Lett 3:3979-82. 2001
    ..Highlights of the synthesis include a remarkably facile 6-endo cyclization to access the C(8-12) pyran ring and a kinetically controlled acid-catalyzed spiroketalization. [reaction: see text]..
  46. ncbi request reprint Total synthesis of (+)-13-deoxytedanolide
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia 19104, USA
    J Am Chem Soc 125:350-1. 2003
    ....
  47. ncbi request reprint Total synthesis of (+)-dactylolide
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 4:635-7. 2002
    ..In addition, (+)-zampanolide (2) has been converted to (+)-dactylolide (1) via thermolysis...
  48. ncbi request reprint Spongistatin synthetic studies. An efficient, second-generation construction of an advanced ABCD intermediate
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 4:783-6. 2002
    ..Fragment coupling was then achieved via an efficient stereoselective aldol reaction. The linear sequence required 22 steps and proceeded in 4.0% overall yield...
  49. ncbi request reprint Synthesis and biological evaluation of a spongistatin AB-spiroketal analogue
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, PA 19104, USA
    Bioorg Med Chem Lett 12:2039-42. 2002
    ..Cytotoxicity data on the new structural analogue, as well as the parent congener, are reported. We found no significant cytotoxic or antitubulin activity with either compound...
  50. ncbi request reprint Total syntheses of (+)-zampanolide and (+)-dactylolide exploiting a unified strategy
    Amos B Smith
    Contribution from the Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104
    J Am Chem Soc 124:11102-13. 2002
    ..The complete relative and absolute stereochemistries for both (+)-zampanolide and (+)-dactylolide were also assigned, albeit tentatively in the case of (+)-zampanolide (1)...
  51. ncbi request reprint Complestatin synthetic studies; the effect of the amino acid configuration on peptide backbone conformation in the common western BCD macrocycle
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104 6323, USA
    Bioorg Med Chem Lett 14:1697-702. 2004
    ..The stereogenicity of the individual phenylglycines (residues C and D) results in remarkable effects on the backbone conformation...
  52. ncbi request reprint Intramolecular hydrogen-bond participation in phosphonylammonium salt formation
    A B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 2:3887-90. 2000
    ..Taken together these studies provide evidence that an intramolecular hydrogen-bond is required for phosphonylammonium salt formation to render the phosphorus more electron-deficient...
  53. ncbi request reprint Peptide-small molecule hybrids via orthogonal deprotection-chemoselective conjugation to cysteine-anchored scaffolds. A model study
    Amos B Smith
    Department of Chemistry and Department of Medicine, School of Medicine, University of Pennsylvania, Philadelphia, PA 19104, USA
    Org Lett 4:4041-4. 2002
    ..The necessary tools for assembly of the hybrid libraries have been prepared and the tandem procedure optimized. S-alkylation and S-sulfenylation are featured as the chemoselective ligation reactions. [reaction: see text]..
  54. pmc A unified approach to the tedanolides: total synthesis of (+)-13-deoxytedanolide
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, PA 19104, USA
    Proc Natl Acad Sci U S A 101:12042-7. 2004
    ....
  55. ncbi request reprint Phorboxazole synthetic studies. 1. Construction of a C(3-19) subtarget exploiting an extension of the Petasis-Ferrier rearrangement
    A B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia 19104, USA
    Org Lett 1:909-12. 1999
    ..Dimethylaluminum chloride (Me2AlCl) proved to be the Lewis acid of choice for the Petasis-Ferrier rearrangement...
  56. ncbi request reprint Phorboxazole synthetic studies. 2. Construction of a C(20-28) subtarget, a further extension of the Petasis-Ferrier rearrangement
    A B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia 19104, USA
    Org Lett 1:913-6. 1999
    ..A mechanism for the observed diastereoconvergence of 15 is proposed. In addition, a new tactic for the synthesis of enol ethers (e.g., 15) based on the elegant work of Julia is described...
  57. ncbi request reprint Synthesis of tedanolide and 13-deoxytedanolide. Assembly of a common C(1)-C(11) subtarget
    A B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, USA
    Org Lett 1:1249-52. 1999
    ..Alkylation with a model epoxide demonstrates that (-)-3 is a competent dithiane for further elaboration of the macrolide skeleton...
  58. ncbi request reprint Multicomponent linchpin coupling of silyl dithianes employing an N-Ts aziridine as the second electrophile: synthesis of (-)-indolizidine 223AB
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 6:1493-5. 2004
    ..The longest linear sequence was 10 steps, proceeding in 10% overall yield...
  59. ncbi request reprint Tremorgenic indole alkaloids. Studies directed toward the assembly of the A, F, and I rings of penitrem D: observation of an unexpected stereochemical outcome
    A B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia 19104, USA
    Org Lett 1:1263-6. 1999
    ..We also explored simultaneous execution of this tactic with concurrent construction of ring I. Reinvestigation of a model system provided an explanation for the unanticipated stereochemical outcome at C(28)...
  60. ncbi request reprint Gram-scale synthesis of (+)-discodermolide
    A B Smith
    Department of Chemistry, Monell Chemical Senses Center, University of Pennsylvania 19104, USA
    Org Lett 1:1823-6. 1999
    ..formula: see text] A triply convergent, highly efficient second-generation synthesis of the potent antimitotic agent (+)-discodermolide (1) has been achieved on a 1-g scale...
  61. ncbi request reprint Total synthesis of (+)-thiazinotrienomycin E
    A B Smith
    Department of Chemistry, Monell Chemical Senses Center, University of Pennsylvania, Philadelphia 19104, USA
    Org Lett 1:1491-4. 1999
    ....
  62. ncbi request reprint Multicomponent linchpin couplings of silyl dithianes: synthesis of the Schreiber C(16-28) trisacetonide subtarget for mycoticins A and B
    A B Smith
    Department of Chemistry, Monell Chemical Senses Center, University of Pennsylvania, Philadelphia 19104, USA
    Org Lett 1:2001-4. 1999
    ..formula: see text] An efficient synthesis of trisacetonide (+)-11, the Schreiber C(16-28) subtarget for mycoticins A and B, is described. The key synthetic transformation entails a one-flask, five-component linchpin coupling tactic...
  63. ncbi request reprint Synthesis of polypyrrolinones on solid support
    A B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 2:2041-4. 2000
    ..Central to the approach is an effective end-game sequence featuring pyrrolinone ring construction with traceless release from the solid support...
  64. ncbi request reprint Design, synthesis, and evaluation of a pyrrolinone-based matrix metalloprotease inhibitor
    A B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 2:3809-12. 2000
    ..Enzymatic assay revealed that (-)-1 inhibited three of the ten matrix metalloprotease enzymes examined and as such represents a new, potentially important lead structure...
  65. pmc Kinetic characterization and molecular docking of a novel, potent, and selective slow-binding inhibitor of human cathepsin L
    Parag P Shah
    Penn Center for Molecular Discovery, University of Pennsylvania, 1024 Vagelos Laboratories, Philadelphia, PA 19104 6383, USA
    Mol Pharmacol 74:34-41. 2008
    ..In addition, the thiocarbazate inhibited in vitro propagation of malaria parasite Plasmodium falciparum with an IC(50) of 15.4 microM and inhibited Leishmania major with an IC(50) of 12.5 microM...
  66. pmc Design, synthesis, and evaluation of inhibitors of cathepsin L: Exploiting a unique thiocarbazate chemotype
    Michael C Myers
    Penn Center for Molecular Discovery, University of Pennsylvania, 1024 Vagelos Research Laboratories, Philadelphia, PA 19104 6383, USA
    Bioorg Med Chem Lett 18:3646-51. 2008
    ..Molecular docking studies using coordinates of a papain-inhibitor complex as a model for cathepsin L provided useful insights...
  67. pmc Identification and characterization of 3-substituted pyrazolyl esters as alternate substrates for cathepsin B: the confounding effects of DTT and cysteine in biological assays
    Michael C Myers
    Penn Center for Molecular Discovery, University of Pennsylvania, 1024 Vagelos Research Laboratories, Philadelphia, PA 19104 6383, USA
    Bioorg Med Chem Lett 17:4761-6. 2007
    ..Despite the confounding effects of DTT and cysteine, our studies demonstrate that the pyrazole 1 acts as alternate substrate for cathepsin B, rather than as an inhibitor...
  68. pmc Inhibition of tau fibrillization by oleocanthal via reaction with the amino groups of tau
    Wenkai Li
    Department of Pathology and Laboratory Medicine, Center for Neurodegenerative Disease Research, University of Pennsylvania School of Medicine, Philadelphia, Pennsylvania 94305, USA
    J Neurochem 110:1339-51. 2009
    ..These findings provide a potential scheme for the development of novel therapies for neurodegenerative tauopathies...
  69. pmc Evolution of the total synthesis of (-)-okilactomycin exploiting a tandem oxy-cope rearrangement/oxidation, a Petasis-Ferrier union/rearrangement, and ring-closing metathesis
    Amos B Smith
    Department of Chemistry, Penn Center for Molecular Discovery, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Am Chem Soc 131:2348-58. 2009
    ....
  70. ncbi request reprint Spongistatin synthetic studies. evolution of a scalable synthesis for the EF fragment of (+)-Spongistatin 1 exploiting a Petasis-Ferrier union/rearrangement tactic
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 6:3637-40. 2004
    ..The longest linear sequence, 26 steps, proceeds in 8.3% overall yield...
  71. ncbi request reprint Total synthesis of (+)-spongistatin 1. An effective second-generation construction of an advanced EF Wittig salt, fragment union, and final elaboration
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 5:761-4. 2003
    ..The longest linear sequence, 29 steps, proceeded in 0.5% overall yield...
  72. ncbi request reprint Indole diterpene synthetic studies: development of a second-generation synthetic strategy for (+)-nodulisporic acids A and B
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Org Chem 72:4611-20. 2007
    ..This strategy evolved due to the considerable acid instability of the C(24) hydroxyl group observed in several advanced intermediates during our first-generation approach...
  73. ncbi request reprint Replacement of Phe6, Phe7, and Phe11 of D-Trp8-somatostatin-14 with L-pyrazinylalanine. Predicted and observed effects on binding affinities at hSST2 and hSST4. An unexpected effect of the chirality of Trp8 on NMR spectra in methanol
    Santhosh Neelamkavil
    Department of Chemistry, University of Pennsylvania, Philadelphia, 19104, USA
    J Med Chem 48:4025-30. 2005
    ..Finally, the chirality of Trp(8) was unexpectedly found to have a striking effect on NMR spectra in methanol, especially at lower temperatures...
  74. ncbi request reprint Design, synthesis, and binding affinities of pyrrolinone-based somatostatin mimetics
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA
    Org Lett 7:399-402. 2005
    ..Binding affinities at two somatostatin receptor subtypes (hsst 4 and 5) reveal micromolar activity, demonstrating that the d,l-mixed pyrrolinone scaffold can be employed to generate functional mimetics of peptide beta-turns...
  75. ncbi request reprint Design, synthesis, and evaluation of analogues of (+)-14-normethyldiscodermolide
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:315-8. 2005
    ..Simplification at the C(21)-C(24) terminal diene and at the C(1)-C(5) lactone moieties reveals significant structure-activity relationships...
  76. ncbi request reprint Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia Pennsylvania 19104, USA
    J Am Chem Soc 124:14516-7. 2002
    ..Unencumbered dithiane anions afford SN2 adducts, whereas sterically encumbered anions lead primarily to SN2' adducts. Furthermore, the SN2' addition occurs syn to the vinyl epoxide...
  77. ncbi request reprint Design, synthesis and cytotoxicity of 7-deoxy aryl discodermolide analogues
    Mark A Burlingame
    Department of Chemistry, Kosan Biosciences Inc, 3832 Bay Center Place, Hayward, CA 94545, USA
    Bioorg Med Chem Lett 14:2335-8. 2004
    ..A series of 7-deoxy discodermolide analogues in which the lactone fragment 'C' was replaced by aryl substituents were designed, synthesized, and evaluated for cytotoxicity...
  78. ncbi request reprint (+)-Phorboxazole A synthetic studies. Identification of a series of highly cytotoxic C(45-46) analogues
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:4403-6. 2005
    ....
  79. ncbi request reprint Total synthesis of the neotropical poison-frog alkaloid (-)-205B
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, 19104, USA
    Org Lett 7:3247-50. 2005
    ..The synthesis proceeded with a longest linear sequence of 19 steps, affording (-)-1 in 5.6% overall yield...
  80. ncbi request reprint (+)-Sorangicin A synthetic studies. Construction of the C(1-15) and C(16-29) subtargets
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, 19104, USA
    Org Lett 7:3099-102. 2005
    ....
  81. ncbi request reprint SmI(2)-promoted oxidation of aldehydes in the presence of electron-rich heteroatoms
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, Monell Chemical Senses Center, Philadelphia, Pennsylvania 19104, USA
    Org Lett 4:4539-41. 2002
    ..Careful selection of the sacrificial beta-hydroxy ketone provides considerable subsequent flexibility to access the desired carboxylic acid...
  82. ncbi request reprint Design, total synthesis, and evaluation of C13-C14 cyclopropane analogues of (+)-discodermolide
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:4613-6. 2005
    ..Biological evaluation revealed that neither orientation of the cyclopropyl methylene completely substitutes for the C14 methyl found in (+)-discodermolide (3)...
  83. ncbi request reprint A new modular indole synthesis. Construction of the highly strained CDEF parent tetracycle of nodulisporic acids A and B
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, 19104, USA
    Org Lett 8:2167-70. 2006
    ..The new indole synthesis holds the promise of rapid assembly of diverse, highly substituted indoles possessing uncommon substitution patterns...
  84. ncbi request reprint A general, convergent strategy for the construction of indolizidine alkaloids: total syntheses of (-)-indolizidine 223AB and alkaloid (-)-205B
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, PA 19104, USA
    J Org Chem 71:2547-57. 2006
    ....
  85. ncbi request reprint Design, synthesis, and biological evaluation of monopyrrolinone-based HIV-1 protease inhibitors
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104, USA
    J Med Chem 46:1831-44. 2003
    ..The binding orientation of the pyrrolinone-based inhibitors may explain their sustained efficacy against mutant strains of the HIV-1 protease enzyme as compared to Indinavir...
  86. ncbi request reprint (+)-Rimocidin synthetic studies. Construction of an advanced C(1-18) polyol fragment
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 5:2751-4. 2003
    ..Highlights of the strategy include the S(N)2/S(N)2' addition of dithiane anions to vinyl epoxides and the multicomponent linchpin union of 2-TBS-1,3-dithiane with two advanced epoxides...
  87. pmc Ortho-TMS benzaldehyde: an effective linchpin for type II anion relay chemistry (ARC)
    Amos B Smith
    Department of Chemistry, Penn Center for Molecular Discovery and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, PA 19104, USA
    Angew Chem Int Ed Engl 47:7082-6. 2008
  88. pmc Discovery of brain-penetrant, orally bioavailable aminothienopyridazine inhibitors of tau aggregation
    Carlo Ballatore
    Department of Chemistry, School of Arts and Sciences, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Med Chem 53:3739-47. 2010
    ..Taken together, these results suggest that examples from the ATPZ class hold promise as candidates for in vivo efficacy studies in animal models of neurodegenerative tauopathies...
  89. ncbi request reprint Multicomponent linchpin couplings. Reaction of dithiane anions with terminal epoxides, epichlorohydrin, and vinyl epoxides: efficient, rapid, and stereocontrolled assembly of advanced fragments for complex molecule synthesis
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, PA 19104, USA
    J Am Chem Soc 125:14435-45. 2003
    ..Integration of the multicomponent tactic with epichlorohydrin and vinyl epoxides permits the higher-order union of four and five components...
  90. ncbi request reprint Total synthesis of (-)-okilactomycin
    Amos B Smith
    Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Am Chem Soc 129:14872-4. 2007
    ....
  91. ncbi request reprint A photoaffinity analogue of discodermolide specifically labels a peptide in beta-tubulin
    Shujun Xia
    Department of Molecular Pharmacology, Albert Einstein College of Medicine, Bronx, New York 10461, USA
    Biochemistry 45:11762-75. 2006
    ..Molecular modeling guided by the above evidence led to a putative binding model for C19-BPC-discodermolide in tubulin...
  92. ncbi request reprint The microtubule stabilizing agent discodermolide is a potent inducer of accelerated cell senescence
    Laura E Klein
    Department of Molecular Pharmacology, Albert Einstein College of Medicine, Bronx, New York, USA
    Cell Cycle 4:501-7. 2005
    ..This research provides insights into the mechanism of action of discodermolide and provides the first demonstration of a microtubule stabilizing agent that inhibits tumor cell growth with a powerful induction of accelerated senescence...
  93. ncbi request reprint Toward understanding how the lactone moiety of discodermolide affects activity
    Simon J Shaw
    Kosan Biosciences, Inc, 3832 Bay Center Place, Hayward, CA 94545, USA
    J Am Chem Soc 127:6532-3. 2005
    ..These synthetic efforts have led to an unsubstituted butyrolactone 9 being generated, which shows improved activity over the natural product...
  94. ncbi request reprint The design, synthesis, and evaluation of two universal doxorubicin-linkers: preparation of conjugates that retain topoisomerase II activity
    Chengzao Sun
    Acidophil, LLC, Suite 250, 10835 Road to the Cure, San Diego, CA 92121, USA
    Bioorg Med Chem Lett 16:104-7. 2006
    ..Seven DOX-amino acid conjugates were prepared, each displaying similar inhibitory activity as the parent drug...
  95. ncbi request reprint Activation of the steroid and xenobiotic receptor (human pregnane X receptor) by nontaxane microtubule-stabilizing agents
    Sridhar Mani
    Albert Einstein Cancer Center and Department of Medicine, Albert Einstein College of Medicine, Bronx, New York 10461, USA
    Clin Cancer Res 11:6359-69. 2005
    ..This report describes studies undertaken to explore the characteristics of hPXR stimulation and mechanisms of drug-receptor interactions in vitro with new anti-tubulin drugs...
  96. ncbi request reprint Coumarin-derived discodermolide analogues possessing equivalent antiproliferative activity to the natural product--a further simplification of the lactone region
    Simon J Shaw
    Kosan Biosciences, Inc, 3832 Bay Center Place, Hayward, CA 94545, USA
    Org Biomol Chem 5:2753-5. 2007
    ..Analogues of discodermolide in which the complete C-1 to C-7 fragment is replaced with a coumarin moiety display equivalent potency to that of the natural product...

Research Grants77

  1. SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS
    Amos B Smith; Fiscal Year: 2010
    ..Our experience with discodermolide gives us great confidence in this area. ..
  2. SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS
    AMOS SMITH; Fiscal Year: 2009
    ..Our experience with discodermolide gives us great confidence in this area. ..
  3. SYNTHESIS OF SPONGISTATIN ANTITUMOR AGENTS
    AMOS SMITH; Fiscal Year: 2003
    ..We believe that this philosophy of "unified" synthetic strategies" will be amply demonstrated in this proposal. ..
  4. SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS
    AMOS SMITH; Fiscal Year: 2001
    ..This philosophy of "unified synthetic strategies" will be further developed in this proposal. ..
  5. ANTICANCER AGENTS--STRUCTURE AND SYNTHESIS
    AMOS SMITH; Fiscal Year: 2000
    ..I. develops an approach to each target structure, he will also prepare model compounds designed to permit the elucidation of structure-activity relationships. The design of new and possibly more effective agents should then be feasible. ..
  6. SYNTHESIS OF CHLOROPEPTINS, GP120 CD4 BINDING INHIBITORS
    AMOS SMITH; Fiscal Year: 2001
    ..abstract_text> ..
  7. Anticancer Agents: Structure and Synthesis
    Amos B Smith; Fiscal Year: 2010
    ..To this end, new synthetic chemistry will be developed that will have utility not only for this program, but also be of general value to the academic and pharmaceutical communities engaged in Cancer Biology. ..
  8. NMR systems : 2 Bruker Avance 500 Consoles
    AMOS SMITH; Fiscal Year: 2006
    ..The areas of public health research include, among others, cancer, infectious diseases, neurodegenerative diseases such as Alzheimer's disease, and heart and cardiovascular disease. ..
  9. SYNTHESIS OF SPONGISTATIN ANTITUMOR AGENTS
    AMOS SMITH; Fiscal Year: 2007
    ..abstract_text> ..
  10. ANTICANCER AGENTS--STRUCTURE AND SYNTHESIS
    AMOS SMITH; Fiscal Year: 2004
    ..The design of new and possibly more effective agents should then be feasible. ..
  11. Design and Synthesis of HIV-1 Protease Inhibitors
    AMOS SMITH; Fiscal Year: 2004
    ....
  12. Pilot-Scale Libraries for High-throughput Screening
    AMOS SMITH; Fiscal Year: 2007
    ....
  13. ANTICANCER AGENTS--STRUCTURE AND SYNTHESIS
    AMOS SMITH; Fiscal Year: 1993
    ..The design of new and possibly more effective agents should then be feasible...
  14. SYNTHESIS OF PHYLLANTHOSIDE RELATED ANTITUMOR AGENTS
    AMOS SMITH; Fiscal Year: 1991
    ..Once such features are identified, the design of new and possibly more effective antitumor drugs should be feasible...
  15. SYNTHESIS OF CYCLOPENTENOID ANTITUMOR AGENTS
    AMOS SMITH; Fiscal Year: 1980
    ..Once such features are identified the design of new and possibly more effective antitumor drugs should be feasible...
  16. SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS
    AMOS SMITH; Fiscal Year: 1993
    ..We believe that this philosophy of "unified synthetic strategies" will be further developed by this proposal...
  17. SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS
    AMOS SMITH; Fiscal Year: 1991
    ..FK506 is therefore an important target for total synthesis, not only for its intrinsic synthetic challenge, but also due to its extrinsic worth to the field of medicine...
  18. SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS
    AMOS SMITH; Fiscal Year: 2006
    ..Thus, as we develop an approach to each target structure, we will also prepare model compounds designed to permit the elucidation of structure-activity relationships. ..