title: Talarolide A, a Cyclic Heptapeptide Hydroxamate from an Australian Marine Tunicate-Associated Fungus, Talaromyces sp. (CMB-TU011).
abstract: A miniaturized 24-well plate microbioreactor approach was used to explore secondary metabolite media dependence in an Australian marine tunicate-associated fungus, Talaromyces sp. (CMB TU011). Detailed chemical investigations of an antifungal M1-saline cultivation yielded talarolide A (1), only the second reported natural cyclic peptide hydroxamate, and the first from a fungus. The antifungal properties of the M1-saline extract were attributed to the known diterpene glycoside sordarin (2). Structure elucidation of 1 and 2 was achieved by detailed spectroscopic analysis, with amino acid configurations in 1 assigned by the C3and C18Marfey's methods, and l-Ala and d-Ala regiochemistry by the recently reported 2D C3Marfey's method.
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Pradeep
authors.initials: P
authors.lastname: Dewapriya
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Pritesh
authors.initials: P
authors.lastname: Prasad
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Rakesh
authors.initials: R
authors.lastname: Damodar
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Angela A
authors.initials: AA
authors.lastname: Salim
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Robert J
authors.identifier: 0000-0002-8341-7754
authors.initials: RJ
authors.lastname: Capon
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D004224:Diterpenes / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D006877:Hydroxamic Acids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D007192:Indenes / Q000737:chemistry / Q000494:pharmacology; D010456:Peptides, Cyclic / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013237:Stereoisomerism; D032901:Talaromyces / Q000737:chemistry*; D014561:Urochordata
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D004224:Diterpenes; D006877:Hydroxamic Acids; D007192:Indenes; D010456:Peptides, Cyclic; C003329:sordarin