New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp

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.

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