Molecules (May 2021)

Xylochemical Synthesis and Biological Evaluation of Shancigusin C and Bletistrin G

  • Leander Geske,
  • Ulrich Kauhl,
  • Mohamed E. M. Saeed,
  • Anja Schüffler,
  • Eckhard Thines,
  • Thomas Efferth,
  • Till Opatz

DOI
https://doi.org/10.3390/molecules26113224
Journal volume & issue
Vol. 26, no. 11
p. 3224

Abstract

Read online

The biological activities of shancigusin C (1) and bletistrin G (2), natural products isolated from orchids, are reported along with their first total syntheses. The total synthesis of shancigusin C (1) was conducted by employing the Perkin reaction to forge the central stilbene core, whereas the synthesis of bletistrin G (2) was achieved by the Wittig olefination followed by several regioselective aromatic substitution reactions. Both syntheses were completed by applying only renewable starting materials according to the principles of xylochemistry. The cytotoxic properties of shancigusin C (1) and bletistrin G (2) against tumor cells suggest suitability as a starting point for further structural variation.

Keywords