Please use this identifier to cite or link to this item:
Title: Antiproliferative activity of chalcones with basic functionalities
Authors: Liu, X. 
Go, M.-L. 
Keywords: Antiproliferative activity
Chalcones with basic functionalities
Structure-activity relationship
Issue Date: 2007
Citation: Liu, X., Go, M.-L. (2007). Antiproliferative activity of chalcones with basic functionalities. Bioorganic and Medicinal Chemistry 15 (22) : 7021-7034. ScholarBank@NUS Repository.
Abstract: A library of chalcones with different basic groups were synthesized and evaluated for antiproliferative activities against the human breast cancer (MCF 7) and colon cancer (HCT 116) cell lines. Structure-activity relationships were analyzed by projection methods (PCA/PLS) and multiple linear regression. Polar volume, hydrogen bonding features, HOMO energies, and charge on the β carbon were found to be important factors. A basic group on either ring A or B of the chalcone led to a favourable increase in polar volume, but when present on ring B, it increased HOMO energies and decreased the positive charge on the β carbon, both of which led to lower activity. Several examples showed that final activity of the chalcone was influenced by compensatory interactions among these parameters. In general, a single basic group on ring A was associated with good activity. A notable exception was compound 1-123 which had basic groups on both rings A and B but still maintained a good activity profile with IC50 < 10 μM and selectivity ratios >2.5. There was some evidence to show that structural differences in chalcones influenced not only activity but mechanism of action. Compounds 6-130 and 7-140 which had basic groups on ring A interfered with cell cycle progression, but the dibasic chalcone 1-123 had no effect. © 2007 Elsevier Ltd. All rights reserved.
Source Title: Bioorganic and Medicinal Chemistry
ISSN: 09680896
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.


checked on Mar 8, 2018


checked on Dec 31, 2018

Page view(s)

checked on Mar 24, 2019

Google ScholarTM


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.