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.

  • Item type:Article
    ID code:48438
    Dates:
    Date
    Event
    November 2004
    Published
    Keywords:antifungal agents, antineoplastic agents, bacillus subtilis, candida albicans, cladosporium, drug screening assays, escherichia coli, Indonesia, mice, microbial sensitivity tests, molecular structure, nuclear magnetic resonance, porifera, sesquiterpenes, sesterterpenes, staphylococcus aureus, stereoisomerism, terpenes, Therapeutics. Pharmacology, Organic Chemistry, Drug Discovery, Pharmaceutical Science, Molecular Medicine, Complementary and alternative medicine, Analytical Chemistry, Pharmacology
    Subjects:Medicine > Therapeutics. Pharmacology
    Department:Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences
    Depositing user: Pure Administrator
    Date deposited:05 Jun 2014 12:06
    Last modified:13 Aug 2021 02:42
    URI:https://strathprints.strath.ac.uk/id/eprint/48438
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