Angiogenic factors: syntheses of 12(R)- and 12(S)-hydroxyeicosa-5(Z),8(Z),14(Z)-trienoic acid and their 14,15-dehydro analogs

Kamlesh Chauhan, Dhamjewar Ravi, J R Falck, Robert A. Stoltz, Michal Laniado-Schwartzman

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The title autacoids and acetylenic analogs were conveniently prepared from 2-deoxy-D-ribose via Barton deoxygenation, cuprate coupling, and Wittig homologation. 12(R)-HETrE, but not the 12(S)-isomer, significantly stimulated microvessel endothelial cell proliferation and proto-oncogene mRNA levels at sub-nano to picomolar concentrations. A high affinity binding site for 12(R)-HETrE was detected on microvessle endothelial cells.

Original languageEnglish (US)
Pages (from-to)2689-2692
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume4
Issue number22
DOIs
StatePublished - 1994

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Angiogenesis Inducing Agents
Endothelial cells
Endothelial Cells
Autacoids
Acids
Ribose
Proto-Oncogenes
Cell proliferation
Microvessels
Isomers
Binding Sites
Cell Proliferation
Messenger RNA

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Angiogenic factors : syntheses of 12(R)- and 12(S)-hydroxyeicosa-5(Z),8(Z),14(Z)-trienoic acid and their 14,15-dehydro analogs. / Chauhan, Kamlesh; Ravi, Dhamjewar; Falck, J R; Stoltz, Robert A.; Laniado-Schwartzman, Michal.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 4, No. 22, 1994, p. 2689-2692.

Research output: Contribution to journalArticle

Chauhan, Kamlesh ; Ravi, Dhamjewar ; Falck, J R ; Stoltz, Robert A. ; Laniado-Schwartzman, Michal. / Angiogenic factors : syntheses of 12(R)- and 12(S)-hydroxyeicosa-5(Z),8(Z),14(Z)-trienoic acid and their 14,15-dehydro analogs. In: Bioorganic and Medicinal Chemistry Letters. 1994 ; Vol. 4, No. 22. pp. 2689-2692.
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