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 Scopus citations

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 - Nov 1994

    Fingerprint

ASJC Scopus subject areas

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

Cite this