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

doi:10.1016/S0960-894X(01)80112-8

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

Biochemistry

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

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 language	English (US)
Pages (from-to)	2113-2116
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	4
Issue number	17
DOIs	https://doi.org/10.1016/S0960-894X(01)80112-8
State	Published - Sep 8 1994

ASJC Scopus subject areas

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

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10.1016/S0960-894X(01)80112-8

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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.",

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T2 - Synthesis of 12,20-dihydroxyeicosa-5(Z),8(Z),10(E),14(Z)-tetraenoic acid via a novel chiral bis-lactol

AU - Falck, J R

AU - Chauhan, Kamlesh

AU - Rosolowsky, Mark

AU - Campbell, William B.

PY - 1994/9/8

Y1 - 1994/9/8

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AB - 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.

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

Abstract

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