Microwave-assisted synthesis, characterization and cytotoxic studies of novel estrogen receptor α ligands towards human breast cancer cells

Bharathkumar, H. and Mohan, C. D. and Ananda, H. and Fuchs, Julian E. and Li, Feng and Rangappa, Shobith and Surender, Mohan and Bulusu, Krishna C. and Girish, K. S. and Sethi, Gautam and Bender, Andreas and Rangappa, K. S. (2014) Microwave-assisted synthesis, characterization and cytotoxic studies of novel estrogen receptor α ligands towards human breast cancer cells. Bioorganic & Medicinal Chemistry Letters, 25 (8). pp. 1804-1807. ISSN 0960-894X

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Official URL: http://dx.doi.org/10.1016/j.bmcl.2015.01.030

Abstract

A new, simple, and microwave-assisted, solution-phase T3P®-DMSO mediated method for the preparation of a novel class of estrogen receptor alpha (ERα) ligands based on the 2-phenylquinoline scaffold was developed. Furthermore, the novel ERα ligands were tested for their bioactivity against ERα-positive and ERα-negative cell lines. The ligand (entry 4), with amine and nitro group substitution at C4 position, displayed significant cytotoxicity against MCF-7 and HepG2 cells with an IC50 value of 6 and 11 μM, respectively. On the other hand, ERα-negative cells displayed resistance to quinolines induced cytotoxicity with an IC50 value >100 Mm and they does not induce cytotoxicity in normal breast epithelial cells. Molecular docking analyses suggest a consistent binding mode for these ERα ligands in the ligand binding domain of the human ERα and predict the ligands to occupy the hydrophobic cavity in a similar fashion as estradiol or GW2368.

Item Type: Article
Additional Information: Unmapped bibliographic data: PY - 2015/4/15/ [EPrints field already has value set] JO - Bioorganic & Medicinal Chemistry Letters [Field not mapped to EPrints]
Uncontrolled Keywords: Estrogen receptor ligand, Quinolines, Cancer, Molecular docking, T3P-DMSO mediated synthesis
Subjects: Physical Sciences > Chemistry
Divisions: PG Campuses > Manasagangotri, Mysore > Chemistry
Depositing User: Ms. Swapna deepa
Date Deposited: 08 Apr 2015 10:30
Last Modified: 16 Mar 2016 10:20
URI: http://eprints.uni-mysore.ac.in/id/eprint/17672

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