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Isolation of a new indoxyl alkaloid,Amoenamide B,from Aspergillus amoenus NRRL 35600: Biosynthetic implications and correction of the structure of Speramide B
Authors:Aika Kai  Hikaru Kato  David H Sherman  Robert M Williams  Sachiko Tsukamoto
Institution:1. Graduate School of Pharmaceutical Sciences, Kumamoto University, Oe-honmachi 5-1, Kumamoto 862-0973, Kumamoto, Japan;2. Life Sciences Institute, University of Michigan, Ann Arbor, MI 48109, United States;3. Department of Medicinal Chemistry, Department of Microbiology & Immunology, Department of Chemistry, University of Michigan, Ann Arbor, MI 48109, United States;4. Department of Chemistry, Colorado State University, 1301 Center Avenue, Fort Collins, CO 80523, United States;5. University of Colorado Cancer Center, Aurora, CO 80045, United States
Abstract:A new prenylated indoxyl alkaloid, Amoenamide B (1), was isolated from Aspergillus amoenus NRRL 35600 along with Asperochramide A (2). Although many prenylated oxindole alkaloids, containing bicyclo2.2.2]diazaoctane cores, have been isolated from the fungus of the genera Aspergillus and Penicillium to date, 1 is the fourth compound with the indoxyl unit containing the cores. During the structure elucidation of 1, we found that the planar structure matched to that of Speramide A (3), isolated from A. ochraceus KM007, but the reported structure of 3 was incorrect and turned out to be that of Taichunamide H (4), recently isolated from A. versicolor HDN11-84.
Keywords:Indoxyl alkaloid  Fungus
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