Total Syntheses, Absolute Configurations, and Cytotoxicity Evaluation of Ugonstilbenes A, B, and C from the Rhizomes of Helminthostachys zeylanica

J Nat Prod. 2023 Feb 24;86(2):307-316. doi: 10.1021/acs.jnatprod.2c00919. Epub 2023 Jan 23.

Abstract

This study describes the first and efficient syntheses of the naturally occurring ugonstilbenes A, B, and C. The stilbene skeleton was prepared using the Horner-Wadsworth-Emmons reaction. On the basis of their specific rotations, the absolute configurations of ugonstilbenes A and C were both determined to be R, while the absolute configuration of ugonstilbene B was determined as 4aS,9aR. The synthesized compounds showed cytotoxic activities against selected human cancer cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents*
  • Cell Line
  • Humans
  • Rhizome
  • Stilbenes*
  • Tracheophyta*

Substances

  • Antineoplastic Agents
  • Stilbenes
  • Ugonstilbene C
  • Ugonstilbene A
  • Ugonstilbene B