New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp

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Elkhayat, Ehab and Edrada, RuAngelie and Ebel, Rainer and Wray, Victor and van Soest, Rob and Wiryowidagdo, Sumaryono and Mohamed, Mahmoud H and Müller, Werner E G and Proksch, Peter and Edrada-Ebel, Ruangelie (2004) New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp. Journal of Natural Products, 67 (11). pp. 1809-1817. ISSN 0163-3864 (https://doi.org/10.1021/np040118j)

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Abstract

Investigation of the Indonesian sponge Acanthodendrilla sp. afforded five new luffariellolide-related sesterterpenes, acantholides A-E (1-5), in addition to luffariellolide and its 25-O-methyl and 25-O-ethyl derivatives. All structures were unambiguously established by 1D and 2D NMR and MS spectroscopy. Acantholide D and E are derivatives comprising the 1-acetylcyclopentan-5-ol moiety, which are new variants of the C(14)-C(20) segment for this type of linear sesterterpenes. Luffariellolide and its 25-O-methyl congener as well as acantholide E (5) were cytotoxic against the mouse lymphoma L5187Y cell line. Acantholide B (2), luffariellolide, and its 25-O-methyl congener were active against the Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis, the Gram-negative bacterium Escherichia coli, the yeast Candida albicans, and the plant pathogenic fungus Cladosporium herbarum.

ORCID iDs

Elkhayat, Ehab, Edrada, RuAngelie, Ebel, Rainer, Wray, Victor, van Soest, Rob, Wiryowidagdo, Sumaryono, Mohamed, Mahmoud H, Müller, Werner E G, Proksch, Peter and Edrada-Ebel, Ruangelie ORCID logoORCID: https://orcid.org/0000-0003-2420-1117;
CORE (COnnecting REpositories)