首页 | 本学科首页   官方微博 | 高级检索  
     


Taichunamides: Prenylated Indole Alkaloids from Aspergillus taichungensis (IBT 19404)
Authors:Ippei Kagiyama  Dr. Hikaru Kato  Dr. Tatsuo Nehira  Prof. Jens C. Frisvad  Prof. David H. Sherman  Prof. Robert M. Williams  Prof. Sachiko Tsukamoto
Affiliation:1. Graduated School of Pharmaceutical Sciences, Kumamoto University, Kumamoto, Japan;2. Graduated School of Integrated Arts and Sciences, Hiroshima University, Higashi-hiroshima, Japan;3. Section for Eukaryotic Biotechnology, Departments of System Biology, Technical University of Denmark, Kongens Lyngby, Denmark;4. Life Sciences Institute and Departments of Medicinal Chemistry, Chemistry, Microbiology & Immunology, The University of Michigan, Ann Arbor, MI, USA;5. Department of Chemistry, Colorado State University, Fort Collins, CO, USA
Abstract:Seven new prenylated indole alkaloids, taichunamides A–G, were isolated from the fungus Aspergillus taichungensis (IBT 19404). Taichunamides A and B contained an azetidine and 4‐pyridone units, respectively, and are likely biosynthesized from notoamide S via (+)‐6‐epi‐stephacidin A. Taichunamides C and D contain endoperoxide and methylsulfonyl units, respectively. This fungus produced indole alkaloids containing an anti‐bicyclo[2.2.2]diazaoctane core, whereas A. protuberus and A. amoenus produced congeners with a syn‐bicyclo[2.2.2]diazaoctane core. Plausible biosynthetic pathways to access these cores within the three species likely arise from an intramolecular hetero Diels–Alder reaction.
Keywords:alkaloids  biosynthesis  cycloaddition  natural products  structure elucidation
设为首页 | 免责声明 | 关于勤云 | 加入收藏

Copyright©北京勤云科技发展有限公司  京ICP备09084417号