title: Continuing studies on the cyanobacterium Lyngbya sp.: isolation and structure determination of 15-norlyngbyapeptin A and lyngbyabellin D.
abstract: Re-collections of the cyanobacterium Lyngbya sp. have yielded two more members of the lyngbyapeptin and lyngbyabellin families. The gross structures of 15-norlyngbyapeptin A (1) and lyngbyabellin D (3) were deduced through standard 2D NMR techniques, with the absolute configuration of both elucidated through degradation and comparison with commercially available and synthetic standards. Degradation to the alpha-amino acid and NOE correlations determined the absolute and relative configuration of the 4-amino-3-hydroxy-5-methylhexanoic acid unit in 3. Lyngbyabellin D (3) displayed an IC(50) value of 0.1 microM against the KB cell line.
authors.affiliation: Department of Chemistry, University of Hawaii at Manoa, Honolulu 96822, USA.
authors.forename: Philip G
authors.initials: PG
authors.lastname: Williams
authors.forename: Hendrik
authors.initials: H
authors.lastname: Luesch
authors.forename: Wesley Y
authors.initials: WY
authors.lastname: Yoshida
authors.forename: Richard E
authors.initials: RE
authors.lastname: Moore
authors.forename: Valerie J
authors.initials: VJ
authors.lastname: Paul
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000458:Cyanobacteria / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006141:Guam; D006801:Humans; D020128:Inhibitory Concentration 50; D007624:KB Cells; D008235:Lyngbya Toxins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D013844:Thiazoles / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: C477986:15-norlyngbyapeptin A; D000970:Antineoplastic Agents; D008235:Lyngbya Toxins; D013844:Thiazoles; C477987:lyngbyabellin D