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New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
J Nat Prod. 2004 Nov; 67(11):1809-17.JN

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.

Authors+Show Affiliations

Elkhayat E
Institut für Pharmazeutische Biologie, Heinrich-Heine-Universität, Universitätsstr 1, 40225 Düsseldorf, Germany.
Edrada R
No affiliation info available
Ebel R
No affiliation info available
Wray V
No affiliation info available
van Soest R
No affiliation info available
Wiryowidagdo S
No affiliation info available
Mohamed MH
No affiliation info available
Müller WE
No affiliation info available
Proksch P
No affiliation info available

MeSH

AnimalsAntifungal AgentsAntineoplastic AgentsBacillus subtilisCandida albicansCladosporiumDrug Screening Assays, AntitumorEscherichia coliIndonesiaMiceMicrobial Sensitivity TestsMolecular StructureNuclear Magnetic Resonance, BiomolecularPoriferaSesquiterpenesSesterterpenesStaphylococcus aureusStereoisomerismTerpenes

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

15568767

Citation

Elkhayat, Ehab, et al. "New Luffariellolide Derivatives From the Indonesian Sponge Acanthodendrilla Sp." Journal of Natural Products, vol. 67, no. 11, 2004, pp. 1809-17.
Elkhayat E, Edrada R, Ebel R, et al. New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp. J Nat Prod. 2004;67(11):1809-17.
Elkhayat, E., Edrada, R., Ebel, R., Wray, V., van Soest, R., Wiryowidagdo, S., Mohamed, M. H., Müller, W. E., & Proksch, P. (2004). New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp. Journal of Natural Products, 67(11), 1809-17.
Elkhayat E, et al. New Luffariellolide Derivatives From the Indonesian Sponge Acanthodendrilla Sp. J Nat Prod. 2004;67(11):1809-17. PubMed PMID: 15568767.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp. AU - Elkhayat,Ehab, AU - Edrada,RuAngelie, AU - Ebel,Rainer, AU - Wray,Victor, AU - van Soest,Rob, AU - Wiryowidagdo,Sumaryono, AU - Mohamed,Mahmoud H, AU - Müller,Werner E G, AU - Proksch,Peter, PY - 2004/12/1/pubmed PY - 2005/1/20/medline PY - 2004/12/1/entrez SP - 1809 EP - 17 JF - Journal of natural products JO - J Nat Prod VL - 67 IS - 11 N2 - 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. SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/15568767/New_luffariellolide_derivatives_from_the_Indonesian_sponge_Acanthodendrilla_sp_ DB - PRIME DP - Unbound Medicine ER -