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Pharm Biol. 2011 May;49(5):464-70. doi: 10.3109/13880209.2010.523429. Epub 2011 Feb 1.

Isolation and structure determination of a sesquiterpene lactone (vernodalinol) from Vernonia amygdalina extracts.

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1
Department of Chemistry and Biochemistry, Jackson State University, Jackson, MS 39217, USA.

Abstract

CONTEXT:

Vernonia amygdalina Del. (VA; Asteraceae or Compositae) is a small tree growing throughout tropical Africa. It is widely used for food and medicinal purposes by local people. It was reported that it had several qualities, including anticancer activity.

OBJECTIVE:

A sesquiterpene lactone, vernodalinol, was isolated from VA leaves. The first reported source of vernodalinol was in 2009 from a different plant, only (1)H NMR spectrum and no detailed structural analysis were carried out. No whole spectroscopic data were provided.

MATERIALS AND METHODS:

VA dried leaves were extracted with 85% ethanol followed by further separation into four fractions by liquid-liquid extraction technique using various solvents: hexane, chloroform, and n-butanol. Vernodalinol was separated from the n-butanol fraction by column chromatography. The biological activity of vernodalinol was evaluated in estrogen receptor-positive (ER(+)) human breast carcinoma cells (MCF-7) in vitro.

RESULTS:

Results indicated that vernodalinol (25 and 50 μg/mL) inhibited breast cancerous cell growth (DNA synthesis) by 34% (P < 0.025) and 40% (P < 0.025), respectively. It is reasonable to expect an LC(50) of 70-75 μg/mL for vernodalinol in MCF-7 cells.

DISCUSSION AND CONCLUSION:

Vernodalinol structure was confirmed using a battery of spectroscopic methods, 1D and 2D NMR, high-resolution mass spectrometry (HR-MS), UV, IR, and X-ray. These results suggest that vernodalinol, although it has some biological activity, is likely to work in concert with other ingredients responsible for the anticancer activity exhibited of VA.

PMID:
21281250
PMCID:
PMC3204929
DOI:
10.3109/13880209.2010.523429
[Indexed for MEDLINE]
Free PMC Article
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