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Detection of the 15-acetate of prostaglandin E2 methyl ester as a prominent component of the prostaglandins in the gorgonian coral Plexaura homomalla

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Lipids

Abstract

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.

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Abbreviations

CID:

collision-induced dissociation

CIS:

coordination ion spray

ESI:

electrospray ionization

Me:

methyl ester

PGA2 :

prostaglandin A2

PGE2 :

prostaglandin E2

SP:

straight-phase

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Correspondence to Alan R. Brash.

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Schneider, C., Manier, M.L., Hachey, D.L. et al. Detection of the 15-acetate of prostaglandin E2 methyl ester as a prominent component of the prostaglandins in the gorgonian coral Plexaura homomalla . Lipids 37, 217–221 (2002). https://doi.org/10.1007/s11745-002-0883-5

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  • DOI: https://doi.org/10.1007/s11745-002-0883-5

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