title: New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
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.affiliation: Institut für Pharmazeutische Biologie, Heinrich-Heine-Universität, Universitätsstr 1, 40225 Düsseldorf, Germany.
authors.forename: Ehab
authors.initials: E
authors.lastname: Elkhayat
authors.forename: RuAngelie
authors.initials: R
authors.lastname: Edrada
authors.forename: Rainer
authors.initials: R
authors.lastname: Ebel
authors.forename: Victor
authors.initials: V
authors.lastname: Wray
authors.forename: Rob
authors.initials: R
authors.lastname: van Soest
authors.forename: Sumaryono
authors.initials: S
authors.lastname: Wiryowidagdo
authors.forename: Mahmoud H
authors.initials: MH
authors.lastname: Mohamed
authors.forename: Werner E G
authors.initials: WE
authors.lastname: Müller
authors.forename: Peter
authors.initials: P
authors.lastname: Proksch
mesh_terms: D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001412:Bacillus subtilis / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D002963:Cladosporium / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D004926:Escherichia coli / Q000187:drug effects; D007214:Indonesia; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D054830:Sesterterpenes; D013211:Staphylococcus aureus / Q000187:drug effects; D013237:Stereoisomerism; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000935:Antifungal Agents; D000970:Antineoplastic Agents; D012717:Sesquiterpenes; D054830:Sesterterpenes; D013729:Terpenes; C076150:luffariellolide; C022283:acantholide