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Fitoterapia. 2014 Mar;93:194-200. doi: 10.1016/j.fitote.2013.12.013. Epub 2013 Dec 24.

Bioactive sesquiterpene lactones and other compounds isolated from Vernonia cinerea.

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  • 1Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI, 96720, United States.
  • 2Natural Products and Experimental Therapeutics Programs, University of Hawai'i Cancer Center, Honolulu, HI, 96813, United States.
  • 3Department of Pharmacy Practice, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI, 96720, United States.
  • 4Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Silpakorn University, Nakhon Pathom 73000, Thailand.
  • 5Department of Pharmacognosy, Faculty of Pharmacy, Rangsit University, Pathumtani 12000, Thailand.
  • 6Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI, 96720, United States. Electronic address: lengchee@hawaii.edu.

Abstract

Four new sesquiterpene lactones, 8α-(2'Z-tigloyloxy)-hirsutinolide (1), 8α-(2'Z-tigloyloxy)-hirsutinolide-13-O-acetate (2), 8α-(4-hydroxytigloyloxy)-hirsutinolide (3), and 8α-hydroxy-13-O-tigloyl-hirsutinolide (4), along with seven known derivatives (5-11), three norisoprenoids (12-14), a flavonoid (15), and a linoleic acid derivative (16), were isolated from the chloroform partition of a methanol extract from the combined leaves and stems of Vernonia cinerea. Their structures were established by 1D and 2D NMR, UV, and MS analyses. Compounds 1-16 were evaluated for their inhibitory effects against the viability of U251MG glioblastoma and MDA-MB-231 breast cancer cells that harbour aberrantly-active STAT3, compared to normal NIH3T3 mouse fibroblasts that show no evidence of activated STAT3. Among the isolates, compounds 2 and 7 inhibited the aberrant STAT3 activity in glioblastoma or breast cancer cells. Further, compounds 7 and 8 inhibited viability of all three cell lines, compounds 2, 4, and 9 predominantly inhibited the viability of the U251MG glioblastoma cell line.

Copyright © 2014 Elsevier B.V. All rights reserved.

KEYWORDS:

Asteraceae; STAT3; Sesquiterpene lactone; Vernonia cinerea

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