José Luis Giner

Summary

Affiliation: Syracuse University
Country: USA

Publications

  1. ncbi request reprint DMOBO: an improvement on the OBO orthoester protecting group
    José Luis Giner
    Department of Chemistry, SUNY ESF, Syracuse, NY 13210, USA
    Org Lett 7:499-501. 2005
  2. doi request reprint Sterols and Fatty Acids of the Harmful Dinoflagellate Cochlodinium polykrikoides
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse NY 13210, USA, phone 1 315 470 6895 fax 1 315 470 6856
    Chem Biodivers 13:249-52. 2016
  3. doi request reprint Bioconversion of (13)C-labeled microalgal phytosterols to cholesterol by the Northern Bay scallop, Argopecten irradians irradians
    José Luis Giner
    Department of Chemistry, SUNY ESF, Syracuse, NY 13210, USA Electronic address
    Comp Biochem Physiol B Biochem Mol Biol 192:1-8. 2016
  4. doi request reprint Polygonifoliol, a new tirucallane triterpene from the latex of the seaside sandmat Euphorbia polygonifolia
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse NY 13210, USA, phone 1 315 470 6895 fax 1 315 470 6856
    Chem Biodivers 12:1126-9. 2015
  5. pmc Synthesis and immunological evaluation of the 4-β-glucoside of HMBPP
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, NY 13210, United States
    Bioorg Med Chem Lett 22:811-3. 2012
  6. ncbi request reprint Nonpolar components of the latex of Euphorbia peplus
    J L Giner
    Department of Chemistry, SUNY ESF, Syracuse, New York 13210, USA
    J Nat Prod 63:267-9. 2000
  7. doi request reprint "Dinoflagellate Sterols" in marine diatoms
    José Luis Giner
    Department of Chemistry, SUNY ESF, Syracuse, NY 13210, USA
    Phytochemistry 72:1896-901. 2011
  8. doi request reprint Sterol chemotaxonomy of marine pelagophyte algae
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, NY 13210, USA
    Chem Biodivers 6:1111-30. 2009
  9. doi request reprint Sterols and fatty acids of three harmful algae previously assigned as Chattonella
    José Luis Giner
    Department of Chemistry, SUNY ESF, 1 Forestry Drive, Syracuse, NY 13210, USA
    Phytochemistry 69:2167-71. 2008
  10. ncbi request reprint Unambiguous NMR spectral assignments of salvinorin A
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, NY 13210, USA
    Magn Reson Chem 45:351-4. 2007

Detail Information

Publications28

  1. ncbi request reprint DMOBO: an improvement on the OBO orthoester protecting group
    José Luis Giner
    Department of Chemistry, SUNY ESF, Syracuse, NY 13210, USA
    Org Lett 7:499-501. 2005
    ..Nucleophilic attack of the ester carbonyl on the oxetane ring was shown by 18O-labeling to take place at the most substituted position...
  2. doi request reprint Sterols and Fatty Acids of the Harmful Dinoflagellate Cochlodinium polykrikoides
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse NY 13210, USA, phone 1 315 470 6895 fax 1 315 470 6856
    Chem Biodivers 13:249-52. 2016
    ..While unlikely to be responsible for toxicity to fish, these lipids may contribute to the deleterious effects of this alga to invertebrates. ..
  3. doi request reprint Bioconversion of (13)C-labeled microalgal phytosterols to cholesterol by the Northern Bay scallop, Argopecten irradians irradians
    José Luis Giner
    Department of Chemistry, SUNY ESF, Syracuse, NY 13210, USA Electronic address
    Comp Biochem Physiol B Biochem Mol Biol 192:1-8. 2016
    ..These findings provide a key component necessary for formulation of nutritionally complete microalgal diets for hatchery production of seed for molluscan aquaculture. ..
  4. doi request reprint Polygonifoliol, a new tirucallane triterpene from the latex of the seaside sandmat Euphorbia polygonifolia
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse NY 13210, USA, phone 1 315 470 6895 fax 1 315 470 6856
    Chem Biodivers 12:1126-9. 2015
    ..The new compound, polygonifoliol, was shown to be Δ(12) -isotirucallol. ..
  5. pmc Synthesis and immunological evaluation of the 4-β-glucoside of HMBPP
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, NY 13210, United States
    Bioorg Med Chem Lett 22:811-3. 2012
    ..The two isomeric mono-β-glucosides of the parent (E)-2-methylbut-2-ene-1,4-diol, however, were not active. Thus, HMBPP glycosylated at the 4-OH position stimulates γδ T cells as long as the pyrophosphate moiety is present...
  6. ncbi request reprint Nonpolar components of the latex of Euphorbia peplus
    J L Giner
    Department of Chemistry, SUNY ESF, Syracuse, New York 13210, USA
    J Nat Prod 63:267-9. 2000
    ..The structure of 1 was determined as the R-isomer of (all-E)-2-(5,9-dimethyl-1-methylene-4,8-decadienyl)-5,9, 13-trimethyl-4,8,12-tetradecatrien-1-ol by spectral and chemical methods...
  7. doi request reprint "Dinoflagellate Sterols" in marine diatoms
    José Luis Giner
    Department of Chemistry, SUNY ESF, Syracuse, NY 13210, USA
    Phytochemistry 72:1896-901. 2011
    ..brightwellii and their structures were determined by NMR spectroscopic analysis and by synthesis of the former sterol from saringosterol. Also detected in D. brightwellii was the previously unknown 23-methylcholesta-7,22-dienol...
  8. doi request reprint Sterol chemotaxonomy of marine pelagophyte algae
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, NY 13210, USA
    Chem Biodivers 6:1111-30. 2009
    ..Traces of a novel sterol, 24-propylidenecholesta-5,25-dien-3beta-ol, were detected in several species...
  9. doi request reprint Sterols and fatty acids of three harmful algae previously assigned as Chattonella
    José Luis Giner
    Department of Chemistry, SUNY ESF, 1 Forestry Drive, Syracuse, NY 13210, USA
    Phytochemistry 69:2167-71. 2008
    ..Both Verrucophora strains contained the 27-nor sterol occelasterol as the only detected sterol. This was the first time occelasterol has been found in algae...
  10. ncbi request reprint Unambiguous NMR spectral assignments of salvinorin A
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, NY 13210, USA
    Magn Reson Chem 45:351-4. 2007
    ..Virtual coupling was observed for the protons at C-2, C-3 and C-4 in the 600 MHz (1)H spectrum in CDCl(3). The complete assignments of the (1)H and (13)C NMR spectra of salvinorin B are also reported...
  11. ncbi request reprint Synthesis of fluorescent derivatives of wortmannin and demethoxyviridin as probes for phosphatidylinositol 3-kinase
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, NY 13210, USA
    Bioorg Med Chem Lett 16:2518-21. 2006
    ..Potent inhibition of PI 3-kinase-alpha was observed for the derivatives of 11-desacetylwortmannin and demethoxyviridin...
  12. ncbi request reprint Tetrahydropyran formation by rearrangement of an epoxy ester: a model for the biosynthesis of marine polyether toxins
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, New York 13210, USA
    J Org Chem 70:721-4. 2005
    ..This reaction represents a new biomimetic preparation of medium ring cyclic ethers...
  13. ncbi request reprint Detailed sterol compositions of two pathogenic rust fungi
    José Luis Giner
    State University of New York, College of Environmental Science and Forestry, Syracuse, New York 13210, USA
    Lipids 39:763-7. 2004
    ..The 24-alkyl sterols of the fungi had the 24alpha-configuration, whereas those of the hosts had the 24beta-configuration. Similarities to the sterol composition of the AIDS pneumonia fungus Pneumocystis carinii are discussed...
  14. ncbi request reprint Mechanistic studies of the biomimetic epoxy ester-orthoester and orthoester-cyclic ether rearrangements
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, New York 13210, USA
    J Org Chem 68:10079-86. 2003
    ..The structures of the hydrolysis products also indicate the intermediacy of a dioxolanium ion during hydrolysis. The implications for a hypothetical biosynthesis of marine polyether toxins are discussed...
  15. ncbi request reprint Synthesis of 2-methyl-D-erythritol via epoxy ester-orthoester rearrangement
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, New York 13210, USA
    J Org Chem 67:4856-9. 2002
    ..This route represents a rapid and convenient method for the synthesis of 2-methyl-D-erythritol and is expected to be useful for generating isotopically labeled intermediates for biochemical studies...
  16. ncbi request reprint A biomimetic approach to the synthesis of an antiviral marine steroidal orthoester
    José Luis Giner
    Department of Chemistry, SUNY ESF, Syracuse, NY 13210, USA
    J Org Chem 67:2717-20. 2002
    ..Steroidal model compounds incorporating 16-butyroxy and 20,22-epoxy groups were synthesized from tigogenin and were shown to rearrange to orthoesters under mild acidic catalysis...
  17. ncbi request reprint Sterol composition of Pneumocystis jirovecii with blocked 14alpha-demethylase activity
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, NY 13210, USA
    J Eukaryot Microbiol 51:634-43. 2004
    ..Twenty-four of the 28 were 24-alkylsterols, indicating that methylation of the C-24 position of the sterol side chain by S-adenosyl-L-methionine:sterol C-24 methyl transferase was fully functional...
  18. ncbi request reprint Synthesis of 2-C-methyl-D-erythritol 2,4-cyclopyrophosphate
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, New York 13210, USA
    Org Lett 4:1225-6. 2002
    ..Bisphosphorylation of 2-C-methyl-D-erythritol 1,3-diacetate, followed by carbodiimide cyclization and deprotection, led to the title compound in 42% overall yield...
  19. ncbi request reprint Sterol composition of Aureoumbra lagunensis, the Texas brown tide alga
    J L Giner
    Department of Chemistry, SUNY ESF, Syracuse, NY 13210, USA
    Phytochemistry 57:787-9. 2001
    ..2%), sitosterol (19.2%), cholesterol (14.1%), and (24R)-24-propylcholesterol (5.2%). Trace amounts of 24-methylenecholesterol, crinosterol, clerosterol, campesterol, dihydrobrassicasterol, and 24-isopropylcholesterol were also detected...
  20. ncbi request reprint Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols
    J L Giner
    Department of Chemistry, State University of New York, Environmental Science and Forestry, Syracuse 13210, USA
    Steroids 64:820-4. 1999
    ..Based on the side chains of the isolated sterols, the absolute configurations of the antiviral steroid side chains are assigned to be (24R,28S)- for orthoesterol B, (24R)- for orthoesterol C, and (24S,28S)- for weinbersterols A and B...
  21. ncbi request reprint Comprehensive and definitive structural identities of Pneumocystis carinii sterols
    José Luis Giner
    Department of Chemistry, State University of New York, ESF, Syracuse, NY 13210, USA
    J Lipid Res 43:1114-24. 2002
    ..carinii organisms...
  22. ncbi request reprint Structural identities of four glycosylated lipids in the oral bacterium Streptococcus mutans UA159
    Larry Sallans
    Department of Chemistry, University of Cincinnati, Cincinnati, OH, 45221, USA
    Biochim Biophys Acta 1831:1239-49. 2013
    ..This is the first observation of unsubstituted DGMAG in any organism and the first mass spectrometry data for GPDGDAG...
  23. pmc Alternative synthesis of the Colorado potato beetle pheromone
    Juan A Faraldos
    Department of Chemistry, University of Illinois, Urbana Champaign, Illinois 61801, United States
    J Org Chem 78:10548-54. 2013
    ....
  24. ncbi request reprint Definitive structural identities of Pneumocystis jirovecii sterols
    Hui Zhao
    Department of Chemistry, State University of New York ESF, Syracuse, NY, USA
    J Eukaryot Microbiol 50:680. 2003
  25. pmc Structural identities of four glycosylated lipids in the oral bacterium Streptococcus mutans UA159
    Larry Sallans
    Department of Chemistry, University of Cincinnati, Cincinnati, OH, 45221, USA Electronic address
    Biochim Biophys Acta 1831:1239-49. 2012
    ..All sugars were shown to have α-glycosidic linkages and DGMAG was shown to be acylated in the sn-1 position by NMR. This is the first observation of unsubstituted DGMAG in any organism and the first mass spectrometry data for GPDGDAG...
  26. doi request reprint Bicyclobutonium ions in biosynthesis--interconversion of cyclopropyl-containing sterols from orchids
    Young J Hong
    Department of Chemistry, University of California Davis, 1 Shields Avenue, Davis, California 95616, United States
    J Am Chem Soc 137:2085-8. 2015
    ..Theoretical investigation of cyclopropane-to-cyclopropane rearrangements of sterols indicates a role for highly delocalized bicyclobutonium ions in biosynthesis. ..
  27. doi request reprint Triple shifts and thioether assistance in rearrangements associated with an unusual biomethylation of the sterol side chain
    Young J Hong
    Department of Chemistry, University of California Davis, 1 Shields Avenue, Davis, California 95616, USA
    J Org Chem 78:935-41. 2013
    ..Our calculations also reveal how these reactions may be affected by intermolecular interactions with S-adenosylmethionine...
  28. doi request reprint NMR Tube Degradation Method for Sugar Analysis of Glycosides
    José Luis Giner
    Department of Chemistry, State University of New York ESF, Syracuse, New York 13210, United States
    J Nat Prod 79:2413-7. 2016
    ..Application of the method is demonstrated with the flavonoid glycoside naringin (1), the aminoglycoside antibiotics kanamycin (2) and tobramycin (3), and the saponin digitonin (4). ..