The chemical structure of prostaglandin X (prostacyclin)

N Whittaker; S Bunting; J Salmon; S Moncada; J R Vane; R A Johnson; D R Morton; J H Kinner; R R Gorman; J C McGuire; F F Sun

doi:10.1016/0090-6980(76)90126-x

The chemical structure of prostaglandin X (prostacyclin)

Prostaglandins. 1976 Dec;12(6):915-28. doi: 10.1016/0090-6980(76)90126-x.

Authors

N Whittaker, S Bunting, J Salmon, S Moncada, J R Vane, R A Johnson, D R Morton, J H Kinner, R R Gorman, J C McGuire, F F Sun

PMID: 12538
DOI: 10.1016/0090-6980(76)90126-x

Abstract

The chemical structure of prostaglandin X, the anti-aggregatory substance derived from prostaglandin endoperoxides, is 9-deoxy-6, 6alpha-epoxy-delta5-PGF1alpha. The stable compound formed when prostaglandin X undergoes a chemical transformation in biological systems in 6-keto-PGF1alpha. Prostaglandin X is stabilized in aqueous preparations by raising the pH to 8.5 or higher. The trivial name prostacyclin is proposed for 9-deoxy-6, 9alpha-epoxy-delta5-PGF1alpha.

MeSH terms

Animals
Aorta / metabolism
Chemical Phenomena
Chemistry
Chromatography, Gas
Hydrogen-Ion Concentration
Mass Spectrometry
Microsomes / metabolism
Muscle Contraction / drug effects
Muscle, Smooth / drug effects
Peroxides
Platelet Aggregation / drug effects
Prostaglandins / pharmacology
Prostaglandins F* / metabolism
Prostaglandins F* / pharmacology
Swine

Substances

Peroxides
Prostaglandins
Prostaglandins F