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

Bharathkumar, H. and Mohan, C. D. and Ananda, H. and Fuchs, J. E. and Li, F. and Rangappa, S. and Surender, M. and Bulusu, K. C. and Girish, K. S. and Sethi, G. and Bender, A. and Basappa and Rangappa, K. S. (2015) Microwave-assisted synthesis, characterization and cytotoxic studies of novel estrogen receptor alpha ligands towards human breast cancer cells. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 25 (8). pp. 1804-1807. ISSN 1464-3405

Full text not available from this repository. (Request a copy)
Official URL: https://doi.org/10.1016/j.bmcl.2015.01.030

Abstract

A new, simple, and microwave-assisted, solution-phase T3P (R)-DMSO mediated method for the preparation of a novel class of estrogen receptor alpha (ER alpha) ligands based on the 2-phenylquinoline scaffold was developed. Furthermore, the novel ER alpha ligands were tested for their bioactivity against ER alpha-positive and ER alpha-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 mu M, respectively. On the other hand, ER alpha-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 ER alpha ligands in the ligand binding domain of the human ER alpha and predict the ligands to occupy the hydrophobic cavity in a similar fashion as estradiol or GW2368. (C) 2015 Elsevier Ltd. All rights reserved.

Item Type: Article
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Shrirekha N
Date Deposited: 11 Jun 2019 09:28
Last Modified: 11 Jun 2019 09:28
URI: http://eprints.uni-mysore.ac.in/id/eprint/2744

Actions (login required)

View Item View Item