Detection of the 15-acetate of prostaglandin E2 methyl ester as a prominent component of the prostaglandins in the gorgonian coral Plexaura homomalla.
15R-Prostaglandin E2 (PGE2) methyl ester 15-acetate (1) was isolated from the R-variety of the Caribbean sea whip coral Plexaura homomalla collected in the Florida Keys. It was present in coral samples from separate collections in 2-10% of the abundance of the major prostaglandin component, PGA2 methyl ester 15-acetate. The structure of 1 was assigned based on one- and two-dimensional 1H NMR, HPLC, and LC-MS analyses. A sample of the S-variety of P. homomalla was found to contain a similar abundance of the corresponding 15S product, prostaglandin E2 methyl ester 15-acetate. The significance of PGE acetylation is discussed in relation to the proposed mechanism of PGA synthesis in the coral.
Schneider
Claus
C
Department of Pharmacology, Vanderbilt University Medical School, Nashville, Tennessee 37232, USA.
Manier
M Lisa
ML
Hachey
David L
DL
Brash
Alan R
AR
D000085:Acetates / Q000737:chemistry*; D000107:Acetylation; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D003063:Cnidaria / Q000737:chemistry*; D015232:Dinoprostone / Q000031:analogs & derivatives* / Q000032:analysis* / Q000737:chemistry; D013058:Mass Spectrometry; D019906:Nuclear Magnetic Resonance, Biomolecular
D000085:Acetates; C041324:prostaglandin E2 methyl ester; D015232:Dinoprostone