Isolation of four new cyclic depsipeptides, antanapeptins A-D, and dolastatin 16 from a Madagascan collection of Lyngbya majuscula.
Examination of a Lyngbya majuscula collection from Antany Mora, Madagascar, led to the isolation of dolastatin 16 (5), a promising antineoplastic metabolite first reported from the marine mollusc Dolabella auricularia. In addition, a new series of depsipeptides, antanapeptins A-D (1-4), were discovered. Their structures were deduced by 2D NMR and mass spectrometry and are analogous to the molluscan kulomo'opunalides and the recently reported cyanobacterial metabolites, georgamide and the yanucamides. The antanapeptins were evaluated in several biological assays; however, this series did not exhibit activity.
Nogle
Lisa M
LM
College of Pharmacy, Oregon State University, Corvallis, Oregon 97331, USA.
Gerwick
William H
WH
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001156:Artemia / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D002855:Chromatography, Thin Layer; D000458:Cyanobacteria / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D004926:Escherichia coli / Q000187:drug effects; D008401:Gas Chromatography-Mass Spectrometry; D008270:Madagascar; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D008974:Mollusca / Q000737:chemistry; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000970:Antineoplastic Agents; D010456:Peptides, Cyclic