Jr. Falck et al., VASOACTIVE EICOSANOIDS - SYNTHESIS OF 0-DIHYDROXYEICOSA-5(Z),8(Z),10(E),14(Z)-TETRAENOIC ACID VIA A NOVEL CHIRAL BIS-LACTOL, Bioorganic & medicinal chemistry letters, 4(17), 1994, pp. 2113-2116
The type IIB eicosanoids, 12(R),20- and 12(S),20-dihydroxyeicosatetrae
noic acid (DiHETE), were conveniently synthesized utilizing a carbohyd
rate-derived bis-lactol as a differentiated 4-hydroxyhex-2(E)-enedial
chiron. 12(S),20-DiHETE, but not the 12(R)-isomer, induced vasodilatio
n in precontracted canine arteries.