Isolation of antipodal (-)-versicolamide B and notoamides L-N from a marine-derived Aspergillus sp.
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.
Tsukamoto
Sachiko
S
Graduate School of Science, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan. sachiko@faculty.chiba-u.jp
Kawabata
Tetsuro
T
Kato
Hikaru
H
Greshock
Thomas J
TJ
Hirota
Hiroshi
H
Ohta
Tomihisa
T
Williams
Robert M
RM
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
D019086:Bridged Bicyclo Compounds, Heterocyclic; D026121:Indole Alkaloids; C520596:notoamide B; C539659:notoamide L; C539660:notoamide M; C539661:notoamide N; C529010:versicolamide B