title: Highly N-methylated linear peptides produced by an atypical sponge-derived Acremonium sp.
abstract: RHM1 (1) and RHM2 (2) are highly N-methylated linear octapeptides produced by an atypical strain of Acremonium sp., cultured from a marine sponge collected in Papua New Guinea. The known peptaibiotic efrapeptin G (3) was also isolated from this fungus. The planar structures of 1 and 2 were assigned based on 1D- and 2D-NMR experiments and fragmentation patterns from ESIMS. The absolute configuration of 1 was determined via Marfey's method; the absolute configuration of 2 is proposed to be identical. Efrapeptin G (3) displayed potent cytotoxicity against murine cancer cell lines, while RHM1 (1) and RHM2 (2) showed weak cytotoxicity against murine cancer cell lines; efrapeptin G (3) and RHM1 (1) also demonstrated antibacterial activity.
authors.affiliation: Department of Chemistry and Biochemistry and Department of Ocean Sciences, University of California, Santa Cruz, California 95064, USA.
authors.forename: Claudia M
authors.initials: CM
authors.lastname: Boot
authors.forename: Karen
authors.initials: K
authors.lastname: Tenney
authors.forename: Frederick A
authors.initials: FA
authors.lastname: Valeriote
authors.forename: Phillip
authors.initials: P
authors.lastname: Crews
mesh_terms: D000164:Acremonium / Q000737:chemistry*; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010219:Papua New Guinea; D054848:Peptaibols; D010455:Peptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D011161:Porifera; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D054848:Peptaibols; D010455:Peptides; C508454:RHM1 peptide; C508455:RHM2 peptide; C508453:efrapeptin G