title: Isolation of antipodal (-)-versicolamide B and notoamides L-N from a marine-derived Aspergillus sp.
abstract: Antipodal (-)-versicolamide B and notoamides L-N were isolated from a marine-derived Aspergillus sp. The possible biosynthetic pathway of enantiomeric pairs of notoamide B and versicolamide B are proposed. Notoamide L is the first metabolite containing 25 carbons in the related prenylated indole alkaloids. Notoamide M is potentially a precursor to the proposed azadiene species involved in the putative intramolecular Diels-Alder reaction in the biogenesis of the bicyclo[2.2.2]diazaoctane ring system.
authors.affiliation: Graduate School of Science, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan. sachiko@faculty.chiba-u.jp
authors.forename: Sachiko
authors.initials: S
authors.lastname: Tsukamoto
authors.forename: Tetsuro
authors.initials: T
authors.lastname: Kawabata
authors.forename: Hikaru
authors.initials: H
authors.lastname: Kato
authors.forename: Thomas J
authors.initials: TJ
authors.lastname: Greshock
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Hirota
authors.forename: Tomihisa
authors.initials: T
authors.lastname: Ohta
authors.forename: Robert M
authors.initials: RM
authors.lastname: Williams
mesh_terms: D001230:Aspergillus / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D008386:Marine Biology; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D019086:Bridged Bicyclo Compounds, Heterocyclic; D026121:Indole Alkaloids; C520596:notoamide B; C539659:notoamide L; C539660:notoamide M; C539661:notoamide N; C529010:versicolamide B