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.
Cheng-Tin Lin  1 ,  Yao-Hung Yang  2 ,  Jing-Jy Cheng  1 ,  Ming-Jaw Don  1  2
Affiliations
  • 1. National Research Institute of Chinese Medicine, No. 155-1, Sec. 2, Linong Street, Beitou District, Taipei 11221, Taiwan, R.O.C.
  • 2. Department of Chemistry, Chinese Culture University, No. 55, Hwa-Kang Road, Yang-Ming-Shan, Taipei 11114, Taiwan,R.O.C.
PMID: 36691388 DOI: 10.1021/acs.jnatprod.2c00919
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.