The plakortones, novel bicyclic lactones from the sponge Plakortis halichondrioides: Activators of cardiac SR-Ca2+-pumping ATPase

Bioassay-guided fractionation of the EtOAc extract of sponge Plakortis halichondroides yielded four novel bicyclic lactones, plakortones A, B, C, D and a novel acid, plakortide E (3, 4, 5, 6 and 7). The structures, including stereochemistry, of these compounds were established by interpretation of s...

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Bibliographic Details
Published inTetrahedron Vol. 52; no. 2; pp. 377 - 394
Main Authors Patil, AD, Freyer, AJ, Bean, MF, Carte, BK, Westley, JW, Johnson, RK, Lahouratate, P
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 08.01.1996
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
METABOLITES
ACIDS
ANGULOSPICULATUS
LITA
CYCLIC PEROXIDES
SARCOPLASMIC-RETICULUM
MARINE SPONGE
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Summary:Bioassay-guided fractionation of the EtOAc extract of sponge Plakortis halichondroides yielded four novel bicyclic lactones, plakortones A, B, C, D and a novel acid, plakortide E (3, 4, 5, 6 and 7). The structures, including stereochemistry, of these compounds were established by interpretation of spectral data. Plakortones A-D (3-6) comprise a novel class of activators of cardiac SR-Ca2+ -pumping ATPase which were found to be active at micromolar concentrations As part of an SAR study, the alpha and beta diols 9 and 10 of plakortone D were prepared using Sharpless AD procedure.
ISSN:0040-4020
DOI:10.1016/0040-4020(95)00856-X