Synthesis and anticancer evaluation of amide derivatives of imidazo-pyridines

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Medicinal Chemistry Research https://doi.org/10.1007/s00044-020-02638-w

ORIGINAL RESEARCH

Synthesis and anticancer evaluation of amide derivatives of imidazo-pyridines Chekuri Sharmila Rani1 Alugubelli Gopi Reddy2 E. Susithra3 Kit-Kay Mak4 Mallikarjuna Rao Pichika4 Sreenivasulu Reddymasu5 Mandava Venkata Basaveswara Rao1 ●











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Received: 19 June 2020 / Accepted: 17 September 2020 © Springer Science+Business Media, LLC, part of Springer Nature 2020

Abstract A novel series of amide functionalized imidazo[1,2-a]pyridine (14a–14j) derivatives were synthesized and screened for their anticancer activities against breast (MCF-7 and MDA-MB-231), lung (A549), and prostate (DU-145) cancer cell lines using MTT assay with etoposide as the standard reference drug. Among them, compound 14j showed highest potency in anticancer activities against MCF-7, MDA-MB-231, A549, and DU-145 cell lines with IC50 values of 0.021 ± 0.0012 µM, 0.95 ± 0.039 µM, 0.091 ± 0.0053 µM, and 0.24 ± 0.032 µM, respectively. Keywords Zolpidem Alpidem Imidazo[1,2-α]pyridine Crizotinib Pyridine and anticancer activity ●





Introduction Cancer is a dangerous disease and second leading cause of death in both undeveloped and developed countries [1]. During the year 2015, in USA, 1,658,370 cancer cases were registered and 589,430 deaths were reported [2]. In India, the total number of registered cancer cases increased from 979,786 to 1,148,757 over 10-year time period (2010–2020) [3]. In spite of some advancement in interpreting the mechanism of cancer pathogenesis, yet there is

Supplementary information The online version of this article (https:// doi.org/10.1007/s00044-020-02638-w) contains supplementary material, which is available to authorized users. * Mandava Venkata Basaveswara Rao [email protected] 1

Department of Chemistry, Krishna University, Machilipatnam, Andhra Pradesh 521001, India

2

Department of Pharmacy, SANA College of Pharmacy, Kodad, Telangana 508206, India

3

Department of Pharmacy, Vels Institute of Science, Technology and Advanced Studies, Pallavaram, Chennai, India

4

Pharmaceutical Chemistry Department, School of Pharmacy, International Medical University, 126, Jalan Jalil Perkasa 19, Bukit Jalil, 57000 Kuala Lumpur, Malaysia

5

Department of Chemistry, University College of Engineering (Autonomous), Jawaharlal Nehru Technological University, Kakinada, Andhra Pradesh 533003, India



no particular special treatment that is improved for destroying the cancer cell lines. In general, nitrogen-based heterocyclic scaffolds act as promising anticancer agents against a panel of cancer cell lines ([4–23]; Madhavi et al. [24–26]; Pragathi et al. [27]). Imidazo[1,2-α]pyridines are nitrogen containing fused bicyclic hetero-aromatic essential compounds [28] and are found in many biologically active compounds [29]. These molecules have shown a broad range of biological activities such as CDK inhibition [30, 31], anticancer [32], antifungal [33], antitubercular [34], antiviral [35],