4.8 Article

Structural Revision of Parvistemoamide: Informing Biosynthetic Proposals of Stemona Alkaloids

Journal

ORGANIC LETTERS
Volume 24, Issue 31, Pages 5772-5776

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02254

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Funding

  1. Australian Research Council [FT200100049]
  2. Australian Research Council [FT200100049] Funding Source: Australian Research Council

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This article presents the research on Parvistemoamide, including its discovery and synthetic studies. The results show that the structure of Parvistemoamide is similar to the Stemona alkaloid Stemoamide.
The natural product parvistemoamide was isolated in 1991 and has ostensibly eluded synthesis. Its distinctive assigned structure represents the first and only Stemona alkaloid within its class. For over 30 years, this structure has influenced biosynthetic proposals concerning this family of natural products. Following synthetic studies and comprehensive analysis of relevant literature, a revised structure of parvistemoamide is proposed that is consistent with the fundamental Stemona alkaloid stemoamide.

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