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Friday, 14 August 2015

Antiproliferative effect of phenylethanoid glycosides fromVerbena officinalis L. on Colon Cancer Cell Lines

Volume 63, Issue 2, October 2015, Pages 1016–1022

Antiproliferative effect of phenylethanoid glycosides fromVerbena officinalis L. on Colon Cancer Cell Lines



Highlights

Bioassay guided fractionation led to the isolation of 12 phenylethanoid glycosides with anti-proliferative activity.
Aqueous extract of V. officinalis showed antiproliferative activity on two Colon Cancer Cell Lines.
Five new acetyl-phenylethanoids have been isolated.
Compounds exhibiting vicinal acetyl-groups in the sugar rings were particularly strong cytotoxic compounds.

Abstract

The cytotoxic effect of the aqueous extract from Verbena officinalis, was evaluatedin vitro on DHD/K12/PROb rat colonic epithelial cell line and HCT-116 human colon adenocarcinoma cell line. In both cell lines, the IC50 values were lower than 20 μg/mL after 72 h of treatment. Bioassay guided fractionation led to the isolation of 12 phenylethanoid glycosides with anti-proliferative activity, five of them are being reported for the first time. The new compounds were elucidated as 4‴-acetyl-O-isoverbascoside, 2″,4″-diacetyl-O-verbascoside, 3‴,4‴-diacetyl-O-isoverbascoside, 4‴,6″-diacetyl-O-betonyoside A and 3‴,4‴-diacetyl-O-betonyoside A. The IC50 results suggest that antiproliferative activity is determined by not only the number of acetyl-groups but also their position in the aliphatic rings. Compounds exhibiting vicinal acetyl-groups in the sugar rings such as 3‴,4‴-diacetyl-O-isoverbascoside and 3‴,4‴-diacetyl-O-betonyoside A are particularly strong cytotoxic compounds against both cell lines. This investigation indicated that diacetyl-phenylethanoids might be valuable as cancer chemopreventive agents.

Keywords

  • Verbain; 
  • Verbenaceae; 
  • Colon; 
  • Diacetyl-phenylethanoids; 
  • Structure-cytotoxicity relationship

Corresponding author. Department of Pharmacy and Pharmaceutical Technology, School of Pharmacy, University of Navarra, C/ Irunlarrea s/n, 31080 Pamplona, Spain.