Isolation of Antipodal (−)-Versicolamide B and Notoamides L−N from a Marine-Derived Aspergillus sp.
Organic Letters2009Vol. 11(6), pp. 1297–1300
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Sachiko Tsukamoto, Tetsuro Kawabata, Hikaru Kato, Thomas J. Greshock, Hiroshi Hirota, Tomihisa Ohta, Robert M. Williams
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.
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