Research Topics
| P WipfSummaryAffiliation: University of Pittsburgh Country: USA Publications
| Collaborators
|
Detail Information
Publications
Biological evaluation of newly synthesized quinoline-5,8-quinones as Cdc25B inhibitorsJanine Cossy
Laboratoire de Chimie Organique associé au CNRS, ESPCI, 10 rue Vauquelin, 75231 Paris Cedex 05, France
Bioorg Med Chem 14:6283-7. 2006..These results indicate that chemical modifications on the pyridine core are tolerated, providing additional sites for future structural modification of this biologically active pharmacophore...
Computational design, synthesis and biological evaluation of para-quinone-based inhibitors for redox regulation of the dual-specificity phosphatase Cdc25BShahar Keinan
Department of Chemistry, Duke University, Durham, NC, USA
Org Biomol Chem 6:3256-63. 2008..In contrast to a published hypothesis, the biological activities and hydrogen peroxide generation in reducing media of three synthetic models did not correlate with the quinone half-wave potential, E(1/2)...- Synthesis of 1,2,4-triazines and the triazinoisoquinolinedione DEF ring system of noelaquinoneLiming Cao
Department of Chemistry and Center for Chemical Methodologies and Library Development, 219 Parkman Avenue, 15260 Pittsburgh, PA, USA
Org Biomol Chem 10:5811-4. 2012..The DEF moiety of noelaquinone was obtained in 13 steps and 2% overall yield, and the structure of the synthetic product was confirmed by X-ray analysis... - Anti-malarial activity of a non-piperidine library of next-generation quinoline methanolsErin Milner
Division of Experimental Therapeutics, Walter Reed Army Institute of Research, Silver Spring, MD, USA
Malar J 9:51. 2010..The objective of the present study was the identification of lead compounds that are as effective as mefloquine, but exhibit physiochemical properties likely to render them less susceptible to passage across the blood-brain barrier... - Novel protein kinase D inhibitors cause potent arrest in prostate cancer cell growth and motilityCourtney R LaValle
Department of Pharmacology and Chemical Biology, University of Pittsburgh, Pittsburgh, Pennsylvania 15261, USA
BMC Chem Biol 10:5. 2010..In an effort to further enhance its selectivity and potency for potential in vivo application, small molecule analogs of CID755673 were generated by modifying both the core structure and side-chains... - Mitotic slippage in non-cancer cells induced by a microtubule disruptor, disorazole C1Fengfeng L Xu
Department of Biological Sciences, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
BMC Chem Biol 10:1. 2010..Here we examined the cellular responses to disorazole C1 in both non-cancer and cancer cells and compared our results to vinblastine and taxol... - Cellular analysis of disorazole C and structure-activity relationship of analogs of the natural productPeter Wipf
Department of Chemistry, Center for Chemical Methodologies and Library Development, University of Pittsburgh Drug Discovery Institute, University of Pittsburgh, Pittsburgh, PA 15260, USA
Chem Biol Drug Des 67:66-73. 2006..We conclude that disorazole C(1) is a potent inducer of mitotic arrest and hypothesize that this biological activity may be mediated by microtubule perturbation... - Total synthesis of (-)-disorazole C1Peter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
J Am Chem Soc 126:15346-7. 2004..Key features of our synthesis include a highly convergent strategy and selective functional group manipulations that minimize decomposition of the sensitive polyene macrodiolide... - Synthesis of the tubuvaline-tubuphenylalanine (Tuv-Tup) fragment of tubulysinPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 6:4057-60. 2004..structure: see text] Advanced intermediates and analogues of tubulysins were prepared in a convergent strategy... - A practical method for oxazole synthesis by cycloisomerization of propargyl amidesPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 6:3593-5. 2004..reaction: see text] 2,5-disubstituted and 2,4,5-trisubstituted oxazol-5-yl carbonyl compounds were prepared in good yields by a mild SiO2-mediated cycloisomerization of propargyl amides... - Diversity-oriented synthesis of azaspirocyclesPeter Wipf
Department of Chemistry, Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 6:3009-12. 2004..The resulting functionalized pyrrolidines, piperidines, and azepines are scaffolds of considerable relevance for chemistry-driven drug discovery... - Synthesis and biological evaluation of caulibugulones A-EPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Biomol Chem 2:2173-4. 2004..The marine bryozoan metabolites caulibugulone A-E were prepared from a readily available isoquinoline dione. These natural products were found to be potent and selective inhibitors of the dual specificity phosphatase Cdc25B... - Mitochondrial targeting of selective electron scavengers: synthesis and biological analysis of hemigramicidin-TEMPO conjugatesPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
J Am Chem Soc 127:12460-1. 2005..Our delivery approach is based on the use of specific structural signaling features recognizable by cells as mitochondria targeting sequences and offers considerable therapeutic anti-apoptotic potential... - Synthesis and hetero-Michael addition reactions of 2-alkynyl oxazoles and oxazolinesPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Biomol Chem 3:31-5. 2005..Stereoselective conjugate additions of alcohols, amines, thiols, and halides to C(2)-alkynyl oxazoles and oxazolines provide a versatile entry to heterocyclic building blocks... - Convergent approach to (E)-alkene and cyclopropane peptide isosteresPeter Wipf
Department of Chemistry and Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 7:103-6. 2005..These new peptide mimetics can serve as beta-turn promoters... - Asymmetric total syntheses of tuberostemonine, didehydrotuberostemonine, and 13-epituberostemoninePeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
J Am Chem Soc 127:225-35. 2005..Structural analysis by density functional theory (DFT) methods revealed that the ease of oxidation of the natural product is likely due to the conformational preferences of the pyrrolidine and the fused cyclohexane rings... - Silver(I)-catalyzed addition of zirconocenes to glycal epoxides. A new synthesis of alpha-C-glycosidesPeter Wipf
Department of Chemistry and Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, PA 15260, USA
Org Lett 7:483-5. 2005..reaction: see text] Hydrozirconation of terminal alkynes, followed by AgClO4-catalyzed in situ addition of the resultant alkenylzirconocenes to 1,2-anhydrosugars (glycal epoxides) leads to alpha-C-glycosides in moderate to high yields... - New opportunities for pregnane X receptor (PXR) targeting in drug development. lessons from Enantio- and species-specific PXR ligands identified from a discovery library of amino acid analoguesPeter Wipf
Department of Pharmaceutical Sciences, Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, PA 15260, USA
Mini Rev Med Chem 7:617-25. 2007..The development of the discovery library and the implications of enantiospecificity of PXR ligand design represent the primary focus of this account... - Microwave-assisted "libraries from libraries" approach toward the synthesis of allyl- and C-cyclopropylalkylamidesPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
J Comb Chem 7:322-30. 2005..The biological activity was evaluated in an assay for competitive binding to the estrogen receptor (ERalpha), revealing three potent lead compounds of a new structural type... - Chemistry and biology of wortmanninPeter Wipf
Department of Chemistry, University of Pittsburgh, PA 15260, USA
Org Biomol Chem 3:2053-61. 2005.... - HPLC determinations of enantiomeric ratiosPeter Wipf
Center for Chemical Methodologies and Library Development UPCMLD, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Chirality 19:5-9. 2007..Therefore, we recommend the use of CA instead of ELS detection for determination of the enantiomeric ratios of non-UV active compounds... - Metathesis reactions of pyrazolotriazinones generate dynamic combinatorial librariesPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 7:4483-6. 2005.... - Synthesis and biological activity of prodrug inhibitors of the thioredoxin-thioredoxin reductase systemPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
Org Biomol Chem 3:3880-2. 2005..A series of palmarumycin prodrugs and water-soluble analogs has been synthesized and assayed for inhibition of the thioredoxin-thioredoxin reductase system. Increased aqueous solubility led to an improved in vivo activity profile... - Natural product based inhibitors of the thioredoxin-thioredoxin reductase systemPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
Org Biomol Chem 2:1651-8. 2004..Nanomolar inhibitors for the Trx/TrxR redox control system were prepared by this approach and compared to series of natural product isolates. Cytotoxicity in MCF-7 cell assays ranged from an IC50 of 1.6 to >100 microM... - Microwave-assisted synthesis of allylic amines: considerable rate acceleration in the hydrozirconation-transmetalation-aldimine addition sequencePeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Biomol Chem 2:443-5. 2004.... - Sulfonylated aminothiazoles as new small molecule inhibitors of protein phosphatasesP Wipf
Department of Chemistry, University of Pittsburgh, PA 15260, USA
Bioorg Med Chem Lett 11:313-7. 2001..The most potent analogue identified to date, aminothiazole 8z, inhibits the dual specificity phosphatase Cdc25B with a Ki of 4.6+/-0.4 microM and a Hill coefficient of 2... - A case study from the chemistry core of the Pittsburgh Molecular Library Screening Center: the Polo-like kinase polo-box domain (Plk1-PBD)Peter Wipf
Pittsburgh Molecular Library Screening Center, University of Pittsburgh, Pittsburgh, PA 15260, USA
Curr Top Med Chem 9:1194-205. 2009..This case study highlights our development of a synthesis of 6-position functionalized uracil analogs, but also illustrates the importance of careful quality and compound stability monitoring of screening collections... - New inhibitors of the thioredoxin-thioredoxin reductase system based on a naphthoquinone spiroketal natural product leadP Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
Bioorg Med Chem Lett 11:2637-41. 2001..The most potent compound in this series inhibited thioredoxin with an IC(50) of 350 nM, and many derivatives showed low micromolar activities for growth inhibition against two breast cancer cell lines... - Synthesis and biological evaluation of the first pentafluorosulfanyl analogs of mefloquinePeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
Org Biomol Chem 7:4163-5. 2009..This work also represents the first report of SF5-substituted quinolines... - Expedient synthesis of the alpha-C-glycoside analogue of the immunostimulant galactosylceramide (KRN7000)Peter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 8:3375-8. 2006.... - Synthesis and biological evaluation of structurally highly modified analogues of the antimitotic natural product curacin APeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
J Med Chem 45:1901-17. 2002..Accordingly, the oxime moiety is likely to serve as a novel bioisostere of the (Z)-alkene group... - Total synthesis of (-)-tuberostemoninePeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
J Am Chem Soc 124:14848-9. 2002.... 
Titanocene(III)-catalyzed formation of indolines and azaindolinesPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 10:4383-6. 2008....- Antimitotic actions of a novel analog of the fungal metabolite palmarumycin CP1J S Lazo
Department of Pharmacology, University of Pittsburgh, Pittsburgh, Pennsylvania 15261, USA
J Pharmacol Exp Ther 296:364-71. 2001..Thus, SR-7 represents a novel chemical structure that can inhibit G2/M transition by a mechanism that appears to be independent of marked tubulin disruption... - Cell-active dual specificity phosphatase inhibitors identified by high-content screeningAndreas Vogt
Department of Pharmacology, University of Pittsburgh, Pittsburgh, PA 15261, USA
Chem Biol 10:733-42. 2003..These results suggest that the phospho-Erk nuclear accumulation assay may be a useful tool to discover DSPase inhibitors with biological activity... - Biphenyl C-cyclopropylalkylamides: New scaffolds for targeting estrogen receptor betaMiranda J Sarachine
Department of Pharmacology and Chemical Biology, University of Pittsburgh, Pittsburgh, PA 15261, USA
Bioorg Med Chem Lett 19:2404-8. 2009..A new focused library was tested for binding to the ERs, and for effects on the growth of breast cancer cell lines and protein levels of common cell cycle regulators... - Discovery and biological evaluation of a new family of potent inhibitors of the dual specificity protein phosphatase Cdc25J S Lazo
Department of Pharmacology, University of Pittsburgh, Pennsylvania 15260, USA
J Med Chem 44:4042-9. 2001..Using a chemical complementation assay, we found that NSC 663284 blocked cellular Erk dephosphorylation caused by ectopic Cdc25A expression... - Discovery and characterization of novel small molecule inhibitors of human Cdc25B dual specificity phosphataseMarni Brisson
Department of Pharmacology, University of Pittsburgh, PA 15261-0001, USA
Mol Pharmacol 66:824-33. 2004..Based on its kinetic profile and cellular activity, we suggest that 5169131 could be an excellent tool for further studies on the cellular roles of Cdc25... - Tubulin-perturbing naphthoquinone spiroketalsRaghavan Balachandran
Department of Pharmaceutical Sciences, University of Pittsburgh, Pittsburgh, PA 15213, USA
Chem Biol Drug Des 71:117-24. 2008..This structurally simple naphthoquinone spiroketal represents a small molecule, tubulin-interactive agent with a novel apoptotic pathway and attractive biological function... - Microtubule binding and disruption and induction of premature senescence by disorazole C(1)Marni Brisson Tierno
Department of Pharmacology and Chemical Biology, University of Pittsburgh Drug Discovery Institute, Biomedical Science Tower 3, Suite 10040, 3401 Fifth Avenue, University of Pittsburgh, Pittsburgh, PA 15260, USA
J Pharmacol Exp Ther 328:715-22. 2009..Disorazole C(1) could be a valuable chemical probe for studying the process of mitotic spindle disruption and its relationship to premature senescence... - Independent mechanistic inhibition of cdc25 phosphatases by a natural product caulibuguloneMarni Brisson
Drug Discovery Institute, University of Pittsburgh, BST3, Suite 10040, 3501 Fifth Ave, Pittsburgh, PA 15260 0001, USA
Mol Pharmacol 71:184-92. 2007..Thus, caulibugulone inhibition of cellular Cdc25A and B phosphatases occurred through at least two different mechanisms, leading to pronounced cell cycle arrest... - A cell-active inhibitor of mitogen-activated protein kinase phosphatases restores paclitaxel-induced apoptosis in dexamethasone-protected cancer cellsAndreas Vogt
Department of Pharmacology, University of Pittsburgh, Pittsburgh, PA 15260, USA
Mol Cancer Ther 7:330-40. 2008.... - Hemigramicidin-TEMPO conjugates: novel mitochondria-targeted antioxidantsMitchell P Fink
Department of Critical Care Medicine, University of Pittsburgh, Pittsburgh, PA, USA
Crit Care Med 35:S461-7. 2007..Compounds like XJB-5-131 warrant further evaluation for the treatment of hemorrhagic shock as well as other acute conditions associated with increased mitochondrial production of ROS... - A mitochondria-targeted nitroxide/hemigramicidin S conjugate protects mouse embryonic cells against gamma irradiationJianfei Jiang
Center for Medical Countermeasures Against Radiation, University of Pittsburgh, Pittsburgh, PA 15219, USA
Int J Radiat Oncol Biol Phys 70:816-25. 2008.... - Potent and selective disruption of protein kinase D functionality by a benzoxoloazepinoloneElizabeth R Sharlow
Department of Pharmacology and Chemical Biology, University of Pittsburgh, Pittsburgh, Pennsylvania 15261, USA
J Biol Chem 283:33516-26. 2008..In summary, our findings indicate that CID755673 is a potent and selective PKD1 inhibitor with valuable pharmacological and cell biological potential... - Synthesis and biological evaluation of synthetic viridins derived from C(20)-heteroalkylation of the steroidal PI-3-kinase inhibitor wortmanninPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
Org Biomol Chem 2:1911-20. 2004..Among the ten most promising derivatives, six demonstrated lower liver toxicity and greater promise for inhibition of tumor cell growth than the lead structure wortmannin... - Structural requirements for optimized delivery, inhibition of oxidative stress, and antiapoptotic activity of targeted nitroxidesJianfei Jiang
Department of Environmental and Occupational Health, University of Pittsburgh, Pittsburgh, PA 15219, USA
J Pharmacol Exp Ther 320:1050-60. 2007..These new insights into the structure-activity relationships of nitroxide-peptide and -peptide isostere conjugates are instrumental for development of new mechanism-based therapeutically effective agents... - Spiroketals via oxidative rearrangement of enol ethersDavid L Waller
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania, USA
Org Biomol Chem 5:58-60. 2007..In the presence of a neighboring spiroether, this approach provides a stereoselective access to spiroketals. A modified proposal for the biosynthesis of acutumine is presented... - Isolation, biology and chemistry of the disorazoles: new anti-cancer macrodiolidesChad D Hopkins
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Nat Prod Rep 26:585-601. 2009..The majority of the discussion addresses synthetic efforts, including partial syntheses of various disorazoles and a summary of the total synthesis of disorazole C1... - Structure-activity and high-content imaging analyses of novel tubulysinsZhiyong Wang
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
Chem Biol Drug Des 70:75-86. 2007..Our data encourage further development of these compounds as potential therapeutic agents in cancer treatment... - Synthesis and biological activity of a focused library of mitogen-activated protein kinase phosphatase inhibitorsDavid M Arnold
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
Chem Biol Drug Des 69:23-30. 2007.... - Toward a molecular understanding of the interaction of dual specificity phosphatases with substrates: insights from structure-based modeling and high throughput screeningAhmet Bakan
Department of Computational Biology, School of Medicine, University of Pittsburgh, 3064 Biomedical Science Tower 3, 3501 Fifth Avenue, Pittsburgh, PA 15213, USA
Curr Med Chem 15:2536-44. 2008.... - A pregnane X receptor agonist with unique species-dependent stereoselectivity and its implications in drug developmentYing Mu
Center for Pharmacogenetics, Salk Hall 656, University of Pittsburgh, Pittsburgh, PA 15261, USA
Mol Pharmacol 68:403-13. 2005..The stereoselectivity may be used to guide the development of safer drugs to avoid drug-drug interactions or to achieve human-specific therapeutic effects when a xenobiotic receptor is being used as a drug target... - NAD(P)H:quinone oxidoreductase-1-dependent and -independent cytotoxicity of potent quinone Cdc25 phosphatase inhibitorsYusheng Han
Department of Pharmacology, Hillman Cancer Center, University of Pittsburgh Cancer Institute, 5117 Centre Avenue, Pittsburgh, PA 15213, USA
J Pharmacol Exp Ther 309:64-70. 2004..Thus, NQO1 detoxified Cpd 5, probably by reducing it to a less active hydroquinone, whereas NSC 95397- and NSC 663284-generated cytotoxicity was unaffected by NQO1... - Synthetic studies toward diazonamide A. A novel approach for polyoxazole synthesisP Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 3:1261-4. 2001..Reaction in text]The indole-bisoxazole fragment of diazonamide A was prepared by a Chan-type rearrangement of a tertiary amide. This approach represents a remarkably direct strategy for polyoxazole synthesis... - Small molecule modulators of endogenous and co-chaperone-stimulated Hsp70 ATPase activitySheara W Fewell
Department of Biological Sciences, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
J Biol Chem 279:51131-40. 2004..Together, these data indicate the potential for continued screening of small molecule Hsp70 effectors and that specific modulators of Hsp70-Hsp40 interaction can be obtained, potentially for future therapeutic use... - Triple hybrids of steroids, spiroketals, and oligopeptides as new biomolecular chimerasAbhisek Banerjee
Department of Chemistry and Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 11:65-8. 2009..An oxidative enol ether rearrangement was the key methodology in the construction of steroid-spiroketal-RGD peptides. Biological studies demonstrated potent integrin CD11b/CD18 antagonistic effects... - Redox regulation of Cdc25B by cell-active quinolinedionesMarni Brisson
Department of Pharmacology, University of Pittsburgh, Biomedical Science Tower 3-Suite 1032, 3501 Fifth Ave, Pittsburgh, Pennsylvania 15260, USA
Mol Pharmacol 68:1810-20. 2005..These results indicate that irreversible oxidation of the catalytic cysteine of Cdc25B is indeed a mechanism by which these quinolinediones inactivate this protein phosphatase... - Towards Raman optical activity calculations of large moleculesGerard Zuber
Department of Chemistry, Duke University, Durham, North Carolina 27708, USA
Chemphyschem 6:595-7. 2005 - Profiling the NIH Small Molecule Repository for compounds that generate H2O2 by redox cycling in reducing environmentsKarina M Soares
Pittsburgh Molecular Library Screening Center, Drug Discovery Institute, School of Medicine, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Assay Drug Dev Technol 8:152-74. 2010.... - Hemigramicidin-TEMPO conjugates: novel mitochondria-targeted anti-oxidantsMitchell P Fink
Department of Critical Care Medicine, University of Pittsburgh, Pittsburgh, PA, United States
Biochem Pharmacol 74:801-9. 2007..quot; One of these hemigramicidin-TEMPO conjugates, XJB-5-131, has been shown to ameliorate intestinal mucosal injury and prolong survival in rats subjected to lethal hemorrhage... - Formal total synthesis of (+)-diepoxin sigmaP Wipf
Department of Chemistry, University of Pittsburgh, Pennsylvania 15260, USA
J Org Chem 65:6319-37. 2000..A novel highly bulky chiral binaphthol ligand was developed for a boron-mediated Diels-Alder reaction that constitutes a formal asymmetric total synthesis of (+)-diepoxin sigma... - Photoactivated tungsten hexacarbonyl-catalyzed conversion of alkynols to glycalsPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
J Org Chem 68:8798-807. 2003..Propargyl vinyl ethers will rearrange to give dienals instead of glycals. 1,2-Wittig rearrangement products of dihydropyrans are readily prepared and converted to complex bicyclic building blocks for organic synthesis... - Targeting mitochondriaAdam T Hoye
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Acc Chem Res 41:87-97. 2008.... - Development of a 384-well colorimetric assay to quantify hydrogen peroxide generated by the redox cycling of compounds in the presence of reducing agentsPaul A Johnston
Department of Pharmacology and Chemical Biology, University of Pittsburgh School of Medicine, 3501 Fifth Avenue, Pittsburgh, PA 15260, USA
Assay Drug Dev Technol 6:505-18. 2008.... - Small molecule regulation of phosphatase-dependent cell signaling pathwaysJohn S Lazo
Department of Pharmacology, University of Pittsburgh School of Medicine, Pittsburgh, PA 15261, USA
Oncol Res 13:347-52. 2003..We illustrate a model of how agents targeted against signaling macromolecules involved in cancer, namely dual specificity protein phosphatases, can be identified... - Synthesis of (+/-)-thiohalenaquinone by iterative metalations of thiopheneBryan Wakefield
Department of Chemistry and Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 9:3121-4. 2007..Key steps include an alkynyl ketone-benzocyclobutane Diels-Alder reaction to construct the C,D-ring naphthalene subunit, a Heck cyclization to form the quaternary carbon, and a ring closing metathesis to add the A-ring... - Identification of a potent and selective pharmacophore for Cdc25 dual specificity phosphatase inhibitorsJohn S Lazo
Department of Pharmacology, University of Pittsburgh, Pittsburgh, Pennsylvania 15261, USA
Mol Pharmacol 61:720-8. 2002..A potential Cdc25 site of interaction was postulated based on molecular modeling with these quinones. We propose that inhibitors based on this chemical structure could serve as useful tools to probe the biological function of Cdc25... - Total synthesis of a stereoisomer of bistramide C and assignment of configuration of the natural productPeter Wipf
Department of Chemistry, University of Pittsburgh Pittsburgh, PA 15260, USA
Chemistry 8:1670-81. 2002..Bistramide C represents therefore the first member of this class of structurally unusual marine polyethers whose configuration is known as a result of the combined use of synthetic and chiroptical tools... - Total synthesis of N14-desacetoxytubulysin HPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 9:1605-7. 2007..This iterative coupling approach, as well as the removal of the labile N,O-acetal at N14, enables the synthesis of analogues for detailed studies of structure-activity relationships in this family of potent tubulin disrupters... - Synthesis of the 3-aza-[7]-paracyclophane core of haouamine A and BPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 8:1901-4. 2006.... - Mitochondrial targeting of radioprotectants using peptidyl conjugatesAnthony Kanai
Department of Medicine, University of Pittsburgh, Pittsburgh, PA, USA
Org Biomol Chem 5:307-9. 2007..The targeting ability of these peptidyl conjugates was measured using quantitative mass spectrometry... - Chemistry and biology of curacin APeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
Curr Pharm Des 10:1417-37. 2004.... - Total synthesis and stereochemical revision of (+)-aeruginosin 298-AP Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 2:4213-6. 2000..Synthesis of the proposed sequence of (+)-aeruginosin 298-A did not provide the natural product. Incorporation of a D-leucine residue, in contrast, led to the total synthesis of this thrombin inhibitor... - Determining absolute configuration in flexible molecules: a case studyK M Specht
Department of Chemistry, Princeton University, Princeton, NJ 08544, USA
J Am Chem Soc 123:8961-6. 2001..For the case examined, a comparison of calculated and experimental optical rotatory dispersion (ORD) data provides the most straightforward way to assign the absolute configuration... - Combinatorial chemistry and contemporary pharmacologyJ S Lazo
Departments of Pharmacology and Chemistry, University of Pittsburgh, PA 15261, USA
J Pharmacol Exp Ther 293:705-9. 2000..Integration of combinatorial chemistry with contemporary pharmacology now represents an important factor in drug discovery and development... - Enantioselective synthesis of the AB-ring system of the antitumor antibiotic tetrazomineP Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
J Org Chem 66:3133-9. 2001..The reaction sequence utilizes a Sharpless asymmetric dihydroxylation to install the stereocenter and an intramolecular Friedel--Crafts hydroxyalkylation with an N-protected 2-oxo-acetamide to close the heterocyclic ring... - Parallel synthesis of oxazolines and thiazolines by tandem condensation-cyclodehydration of carboxylic acids with amino alcohols and aminothiolsPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
J Comb Chem 4:656-60. 2002..The target compounds were isolated in high purities (average purity is 96% according to GC analysis) after passing reaction mixtures through short PrepSep SPE Florisil cartridges... - Synthesis of the C(1)-C(18) segment of lophotoxin and pukalide. Control of 2-alkenylfuran (E/Z)-configurationPeter Wipf
Department of Chemistry, University of Pittsburgh, Pennsylvania 15260, USA
Org Lett 4:1787-90. 2002..The key step was a stereoselective conversion of alkynoate 21 to trimethylsilyl 2-alkenylfuran 22... - Development and implementation of a 384-well homogeneous fluorescence intensity high-throughput screening assay to identify mitogen-activated protein kinase phosphatase-1 dual-specificity protein phosphatase inhibitorsPaul A Johnston
Pittsburgh Molecular Libraries Screening Center, Department of Pharmacology, University of Pittsburgh Drug Discovery Institute, University of Pittsburgh School of Medicine, Pittsburgh, PA 15260, USA
Assay Drug Dev Technol 5:319-32. 2007.... - The antisignaling agent SC-alpha alpha delta 9, 4-(benzyl-(2-[(2,5-diphenyloxazole-4-carbonyl)amino]ethyl)carbamoyl)- 2-decanoylaminobutyric acid, is a structurally unique phospholipid analogue with phospholipase C inhibitory activityAndreas Vogt
Department of Pharmacology, Biomedical Science Tower E 1017, University of Pittsburgh, Pittsburgh, PA 15261, USA
Mol Cancer Ther 1:885-92. 2002..We propose that the structural resemblance of SC-alpha alpha delta 9 to phospholipids allows it to inhibit cellular PLC, thereby providing a possible molecular mechanism for SC-alpha alpha delta 9's effects on oncogenic Erk activation... - Novel benzofuran inhibitors of human mitogen-activated protein kinase phosphatase-1John S Lazo
The University of Pittsburgh Drug Discovery Institute, University of Pittsburgh, PA 15261, USA
Bioorg Med Chem 14:5643-50. 2006..The benzofuran substructure represents a new potential scaffold for further analog development and provides encouragement that more selective and potent inhibitors of MKP family members may be achievable... - Synthesis and Ag(I) complexation studies of tethered westiellamidePeter Wipf
Department of Chemistry, University of Pittsburgh, Pennsylvania 15260, USA
Org Lett 8:2381-4. 2006..NMR and fluorescence Ag(I) titrations confirmed that the tethered macrocycles preserve the unique, high-affinity coordination mode of westiellamide... - A common pharmacophore for a diverse set of colchicine site inhibitors using a structure-based approachTam Luong Nguyen
Target Structure Based Drug Discovery Group, Developmental Therapeutics Program, National Cancer Institute, Frederick, Maryland 21702, USA
J Med Chem 48:6107-16. 2005.... - The phosphatidylinositol-3-kinase inhibitor PX-866 overcomes resistance to the epidermal growth factor receptor inhibitor gefitinib in A-549 human non-small cell lung cancer xenograftsNathan T Ihle
Arizona Cancer Center, University of Arizona, Tucson, USA
Mol Cancer Ther 4:1349-57. 2005..Thus, PX-866, by inhibiting PI3-K signaling, may have clinical use in increasing the response to EGFR inhibitors such as gefitinib in patients with NSCLC and possibly in other cancers who do not respond to EGFR inhibition... - Transition-metal-mediated cascade reactions: the water-accelerated carboalumination-Claisen rearrangement-carbonyl addition reactionPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
J Org Chem 70:8096-102. 2005..An extension of this methodology to a sequence involving a [1,3] sigmatropic shift was feasible with a cyclopropylmethyl vinyl ether substrate... - Three-component synthesis of alpha,beta-cyclopropyl-gamma-amino acidsPeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 7:1137-40. 2005..These novel scaffolds are thus accessible in ca. 8 steps from commercially available alkynes... - Selective compounds define Hsp90 as a major inhibitor of apoptosis in small-cell lung cancerAnna Rodina
Program in Molecular Pharmacology and Chemistry, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, New York 10021, USA
Nat Chem Biol 3:498-507. 2007..These results provide important evidence for a transformation-specific interplay between chaperones in regulating apoptosis in malignant cells... - Molecular pharmacology and antitumor activity of PX-866, a novel inhibitor of phosphoinositide-3-kinase signalingNathan T Ihle
Arizona Cancer Center, University of Arizona, Tucson, Arizona 85724-5024, USA
Mol Cancer Ther 3:763-72. 2004..PX-866 exhibits single agent in vivo antitumor activity and increases the antitumor effects of cisplatin and radiation treatment... - Synthesis of highly oxygenated dinaphthyl ethers via SNAr reactions promoted by Barton's basePeter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
Org Lett 5:1155-8. 2003..2-tert-Butyl-1,1,3,3-tetramethylguanidine (Barton's base) was found to be an excellent, mild alternative to traditional inorganic bases for promoting the coupling reaction... - Molecular pharmacology and antitumor activity of palmarumycin-based inhibitors of thioredoxin reductaseGarth Powis
Department of Experimental Therapeutics, M D Anderson Cancer Center, FC 6 3044, 1515 Holcombe Boulevard, Houston, TX 77030 4009, USA
Mol Cancer Ther 5:630-6. 2006..Thus, the study shows that water-soluble inhibitors of thioredoxin reductase-1, such as PX-916, can block thioredoxin-1 signaling in tumors producing marked inhibition of tumor growth...