title: Novel terpenoids of the fungus Aspergillus insuetus isolated from the Mediterranean sponge Psammocinia sp. collected along the coast of Israel.
abstract: Three novel meroterpenoids, insuetolides A-C (1-3) and four drimane sesquiterpenes, the new (E)-6-(4'-hydroxy-2'-butenoyl)-strobilactone A (4) and the known 2α, 9α, 11-trihydroxy-6-oxodrim-7-ene (5), strobilactone A (6) and (E,E)-6-(6',7'-dihydroxy-2',4'-octadienoyl)-strobilactone A (7), were isolated from the EtOAc extract of the culture medium of the marine-derived fungus Aspergillus insuetus (OY-207), which was isolated from the Mediterranean sponge Psammocinia sp. The structures of the compounds were determined by spectroscopic methods. Insuetolides A-C reveal a new carbon skeleton derived from the cyclization of farnesyl and 3, 5-dimethylorsellinic acid. Compounds 1, 6, and 7 exhibited anti-fungal activity towards Neurospora crassa with MIC values of 140, 242, and 162 μM, respectively; and compounds 3, 4, and 7 exhibited mild cytotoxicity towards MOLT-4 human leukemia cells.
authors.affiliation: Raymond and Beverly Sackler School of Chemistry and Faculty of Exact Sciences, Tel Aviv University, Ramat Aviv Tel Aviv 69978, Israel.
authors.forename: Elazar
authors.initials: E
authors.lastname: Cohen
authors.forename: Liat
authors.initials: L
authors.lastname: Koch
authors.forename: Kathy Myint
authors.initials: KM
authors.lastname: Thu
authors.forename: Yocheved
authors.initials: Y
authors.lastname: Rahamim
authors.forename: Yaniv
authors.initials: Y
authors.lastname: Aluma
authors.forename: Micha
authors.initials: M
authors.lastname: Ilan
authors.forename: Oded
authors.initials: O
authors.lastname: Yarden
authors.forename: Shmuel
authors.initials: S
authors.lastname: Carmeli
mesh_terms: D000818:Animals; D001230:Aspergillus / Q000737:chemistry*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007557:Israel; D008826:Microbial Sensitivity Tests; D009492:Neurospora crassa / Q000187:drug effects; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000382:microbiology*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification; D013729:Terpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology
chemical_list: D012717:Sesquiterpenes; D013729:Terpenes