New sesquiterpene lactones, vernonilides A and B, from the seeds of Vernonia anthelmintica in Uyghur and their antiproliferative activities

  • Bioorg Med Chem Lett. 2016 Aug 1;26(15):3608-11. doi: 10.1016/j.bmcl.2016.06.009.
Takuya Ito  1 Simayijiang Aimaiti  2 Nwet Nwet Win  3 Takeshi Kodama  2 Hiroyuki Morita  4
Affiliations
  • 1. Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama 930-0194, Japan. Electronic address: [email protected].
  • 2. Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama 930-0194, Japan.
  • 3. Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama 930-0194, Japan; Department of Chemistry, University of Yangon, Yangon 11041, Myanmar.
  • 4. Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama 930-0194, Japan. Electronic address: [email protected].
Abstract

A new guaianolide sesquiterpene lactone, vernonilide A (1), and a new elemanolide sesquiterpene lactone, vernonilide B (2), were isolated from the seeds of Vernonia anthelmintica, together with three known elemanolide sesquiterpene lactones (3-5). The structures of the isolated compounds were elucidated on the basis of physicochemical evidences. Compounds 1, 3, and 4 showed strong antiproliferative activities against three human Cancer cell lines (A549, HeLa, and MDA-MB-231), with IC50 values ranging from 0.10 to 1.00μM. In addition, 5 exhibited significant antiproliferative activities against HeLa and MDA-MB-231 cells, with IC50 values ranging from 1.90 to 2.20μM. The antiproliferative activities of the acetyl derivatives 6 and 7 prepared from 4 and 3, respectively, against the three cell lines were 4-10-fold weaker than the original activities.

Keywords
Antiproliferative activity; Sesquiterpene lactones; Vernonia anthelmintica.