Vasoactive eicosanoids: Synthesis of 12,20-dihydroxyeicosa-5(Z),8(Z),10(E),14(Z)-tetraenoic acid via a novel chiral bis-lactol

J R Falck, Kamlesh Chauhan, Mark Rosolowsky, William B. Campbell

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The type IIB eicosanoids, 12(R),20- and 12(S),20-dihydroxyeicosatetraenoic acid (DiHETE), were conveniently synthesized utilizing a carbohydrate-derived bis-lactol as a differentiated 4-hydroxyhex-2(E)-enedial chiron. 12(S),20-DiHETE, but not the 12(R)-isomer, induced vasodilation in precontracted canine arteries.

Original languageEnglish (US)
Pages (from-to)2113-2116
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume4
Issue number17
DOIs
StatePublished - Sep 8 1994

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Eicosanoids
Acids
Vasodilation
Isomers
Canidae
Arteries
Carbohydrates
chiron

ASJC Scopus subject areas

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

Cite this

Vasoactive eicosanoids : Synthesis of 12,20-dihydroxyeicosa-5(Z),8(Z),10(E),14(Z)-tetraenoic acid via a novel chiral bis-lactol. / Falck, J R; Chauhan, Kamlesh; Rosolowsky, Mark; Campbell, William B.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 4, No. 17, 08.09.1994, p. 2113-2116.

Research output: Contribution to journalArticle

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