Cytotoxic Yohimbine-Type Alkaloids from the Leaves of Rauvolfia vomitoria

Chem Biodivers. 2020 Dec;17(12):e2000647. doi: 10.1002/cbdv.202000647. Epub 2020 Nov 10.

Abstract

Two new yohimbine-type monoterpene indole alkaloids, rauvines A and B, and six known derivatives were obtained from the leaves of R. vomitoria. The structures of rauvines A and B were determined by extensive spectroscopic analyses, 13 C-NMR, and ECD calculations. This is the first time to determine the absolute configurations of yohimbine-type N-oxides by quantum chemistry calculations (13 C-NMR and ECD calculations). All the isolates were tested for their cytotoxicity against five human cancer cell lines. Rauvine B showed moderate cytotoxicity on human MCF-7 breast, SWS80 colon, and A549 lung cancer cell lines with IC50 values of 25.5, 22.6, and 26.0 μM, respectively.

Keywords: Apocynaceae; Rauvolfia vomitoria; cytotoxicity; monoterpene indole alkaloids; yohimbine-type alkaloids.

MeSH terms

  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Cell Line, Tumor
  • Humans
  • Indole Alkaloids / chemistry*
  • Plant Leaves / chemistry*
  • Rauwolfia / chemistry*
  • Yohimbine / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Indole Alkaloids
  • Yohimbine