Structural Revision of Parvistemoamide: Informing Biosynthetic Proposals of Stemona Alkaloids

Org Lett. 2022 Aug 12;24(31):5772-5776. doi: 10.1021/acs.orglett.2c02254. Epub 2022 Jul 28.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids* / chemistry
  • Molecular Structure
  • Stemonaceae* / chemistry

Substances

  • Alkaloids