New vobasinyl-ibogan type bisindole alkaloids from Tabernaemontana corymbosa

Fitoterapia. 2015 Jan:100:150-5. doi: 10.1016/j.fitote.2014.11.016. Epub 2014 Nov 29.

Abstract

Ten vobasinyl-ibogan type bisindole alkaloids, including three new ones, tabercorines A-C (1-3), and a new natural product, 17-acetyl-tabernaecorymbosine A (4), were isolated from the twigs and leaves of Tabernaemontana corymbosa. Their structures were elucidated on the basis of spectroscopic data, and the NMR data of 17-acetyl-tabernaecorymbosine A (4) was assigned and reported for the first time. The absolute configurations of 1-4 were determined by CD exciton chirality method. All new compounds were evaluated for in vitro cytotoxicity against various human cancer cell lines. Compounds 1 and 4 showed significant inhibitory effects with IC50 values comparable to those of cisplatin.

Keywords: Bisindole alkaloids; Cytotoxicity; Tabercorines A–C; Tabernaemontana corymbosa.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Indole Alkaloids / chemistry*
  • Indole Alkaloids / isolation & purification
  • Inhibitory Concentration 50
  • Molecular Structure
  • Plant Leaves / chemistry
  • Tabernaemontana / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Indole Alkaloids