Design, synthesis and structure--activity relationship (SAR) studies of imidazo[4,5-b]pyridine derived purine isosteres and their potential as cytotoxic agents

Ayyiliath M Sajith; K K Abdul Khader; Nithin Joshi; Manchala Nageswar Reddy; M Syed Ali Padusha; H P Nagaswarupa; M Nibin Joy; Yadav D Bodke; Ranjith P Karuvalam; Rinti Banerjee; A Muralidharan; P Rajendra

doi:10.1016/j.ejmech.2014.10.037

Design, synthesis and structure--activity relationship (SAR) studies of imidazo[4,5-b]pyridine derived purine isosteres and their potential as cytotoxic agents

Eur J Med Chem. 2015 Jan 7:89:21-31. doi: 10.1016/j.ejmech.2014.10.037. Epub 2014 Oct 14.

Authors

Affiliations

¹ Department of Chemistry, Nehru Arts and Science College, Kannur University, Kannur, India; Post Graduate and Research Department of Chemistry, Kasargod Govt. College, Kannur University, Kasaragod, India. Electronic address: sajith.chem@gmail.com.
² Post Graduate and Research Department of Chemistry, Jamal Mohamed College, Bharathidasan University, Tiruchirapalli, India.
³ Department of Biosciences and Bioengineering, IIT Mumbai, India.
⁴ Central University of Kerala, Vidyanagar, Kasaragod, Periya, Kerala, India.
⁵ Research Center, Department of Chemistry, East West Institute of Technology, Bangalore, India.
⁶ Department of P.G. Studies and Research in Industrial Chemistry, Kuvempu University, Jnana Sahyadri, Shankaraghatta, Shimoga, Karnataka, India.
⁷ School of Chemical Sciences, Kannur University, Payyanur Campus, Edat P.O. Kannur, Kerala, India.
⁸ Department of Chemistry, Nehru Arts and Science College, Kannur University, Kannur, India; Post Graduate and Research Department of Chemistry, Kasargod Govt. College, Kannur University, Kasaragod, India.

PMID: 25462222
DOI: 10.1016/j.ejmech.2014.10.037

Abstract

Drug resistance to chemotherapeutic agents paved the way to develop novel synthetic molecules which are active on MDR cancer cell lines. Regio-isomeric imidazo[4,5-b]pyridine analogues were synthesized and evaluated for their cytotoxic activity against a range of cancer cell lines. The structure-activity relationship (SAR) studies of the imidazopyridine analogues are also described. Analogue 6b displayed strong cytotoxicity and good microsomal stability.

Keywords: Chemotherapy; Cytotoxic studies; Imidazo[4,5-b]pyridine analogues; Suzuki coupling.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / chemical synthesis
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology*
Cell Line, Tumor
Cell Proliferation / drug effects
Cell Survival / drug effects
Dose-Response Relationship, Drug
Drug Design*
Drug Screening Assays, Antitumor
Humans
Imidazoles / chemical synthesis
Imidazoles / chemistry
Imidazoles / pharmacology*
Molecular Structure
Purines / chemical synthesis
Purines / chemistry
Purines / pharmacology*
Pyridines / chemical synthesis
Pyridines / chemistry
Pyridines / pharmacology*
Structure-Activity Relationship

Substances

Antineoplastic Agents
Imidazoles
Purines
Pyridines
imidazo(4,5-b)pyridine