Fe–SBA-15 catalyzed synthesis of 2-alkoxyimidazo[1,2-a]pyridines and screening of their in silico selectivity and binding affinity to biological targets

Soumen Payra; Arijit Saha; Chia-Ming Wu; Balaranjan Selvaratnam; Thorn Dramstad; Luther Mahoney; Sant Kumar Verma; Suresh Thareja; Ranjit Koodali; Subhash Banerjee

doi:10.1039/C6NJ02134D

Fe–SBA-15 catalyzed synthesis of 2-alkoxyimidazo[1,2-a]pyridines and screening of their in silico selectivity and binding affinity to biological targets†

Soumen Payra,^a Arijit Saha,

^a Chia-Ming Wu,^b Balaranjan Selvaratnam,^b Thorn Dramstad,^b Luther Mahoney,^b Sant Kumar Verma,^c Suresh Thareja,^c Ranjit Koodali^b and Subhash Banerjee*^a

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* Corresponding authors

^a Department of Chemistry, Guru Ghasidas Vishwavidyalaya (A Central University), Bilaspur-495009, Chhattisgarh, India
E-mail: ocsb2006@gmail.com

^b Department of Chemistry, University of South Dakota, Vermillion, SD 57069, USA

^c School of Pharmaceutical Sciences, Guru Ghasidas Vishwavidyalaya (A Central University), Bilaspur-495009, Chhattisgarh, India

Abstract

Here, we have demonstrated regioselective three-component synthesis of 2-alkoxyimidazopyridines using mesoporous Fe–SBA-15 as the catalyst and screened their in silico selectivity and binding affinity to different biological targets viz. farnesyl diphosphate synthase, phosphodiesterase III, GABAa and chemokine receptor CXCR4 using molecular docking simulations. Fe–SBA-15 has been characterized by nitrogen absorption–desorption, powder XRD, SEM, TEM studies and atomic absorption spectroscopic analysis. Fe–SBA-15 was very efficient in synthesizing imidazopyridines. The binding affinity study revealed that the 2-butoxy-3-(4-methoxyphenyl)-7-methylH-imidazo[1,2-a] pyridine (4g) moiety has exhibited even better affinity in terms of MolDock, re-rank and steric scores than the marketed anti-inflammatory drug, olprinone.

New Journal of Chemistry

Fe–SBA-15 catalyzed synthesis of 2-alkoxyimidazo[1,2-a]pyridines and screening of their in silico selectivity and binding affinity to biological targets†

Abstract

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Fe–SBA-15 catalyzed synthesis of 2-alkoxyimidazo[1,2-a]pyridines and screening of their in silico selectivity and binding affinity to biological targets

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