Synthesis, Anticancer and Antimicrobial Screening of New Naphthalenyl-Thiazole and Quinolinyl-Thiazole

Abstract

A new series of 4-aryl-2-(naphthalen-1-yl)thiazole (7a-b), 4-aryl/pyridyl-2-(2-substituted quinolin-4-yl)thiazole (13a-o) and 4-(pyridin-4-yl)-2-(quinolin-4-yl)thiazole (15) have been synthesized. The newly synthesized compounds were evaluated for anticancer activity against breast cell lines MDA-MB-231 and MCF-7. Among the derivatives compounds 7a, 7 b and 13e showed good activity against the MCF-7 cell line, compounds 13 m, 13o and 15 showed good activity against MDA-MB-231 cell line. The new analogs were also screened to evaluate their in vitro antimicrobial potential against Escherichia coli (NCIM 2574), Proteus mirabilis (NCIM 2388), Bacillus subtilis (NCIM 2063), Staphylococcus albus (NCIM 2178), Aspergillus niger (ATCC 504), and Candida albicans (NCIM 3100). Amongst the naphthalenyl-thiazole and quinolinyl-thiazole derivatives, ten compounds 7a, 7 b, 13a, 13 b, 13c, 13d, 13e, 13f, 13 h and 15 showed good activity against P. mirabilis. The structure-activity relationship study revealed that naphthalene, quinoline, and 2-phenyl quinoline tethered thiazole showed good activity against P. mirabilis. These compounds could assist in the development of lead compounds for the treatment of cancer and microbial infections.

Keywords:

• Quinoline
• thiazole
• anticancer activity
• antimicrobial activity

Acknowledgements

The authors would like to acknowledge S. P. Mandali Pune and Late. Dr. T. R. Ingale family for providing infrastructure facilities. The authors would like to thanks CIF-SPPU, Pune, and IISER, Pune for spectral analysis. Anti-Cancer Drug screening facility (ACDSF) at ACTREC, Tata Memorial Centre, Navi Mumbai, and S. P. Mandali’s Bhide Foundation Pune has acknowledged for lending support with their biological activities. ADS is thankful to CSIR-for the award of SRF, Award No 08/319(0004)/2017-EMR-1. YKA expresses her gratefulness to Savitribai Phule Pune University [File No. OSD/BCUD/303 Dated 08/08/2016] for the financial support.

Disclosure statement

The authors declare that they have no conflict of interest.

Additional information

Funding

ADS is thankful to CSIR-for the award of SRF, Award No. 08/319(0004)/2017-EMR-1.YKA expresses her gratefulness to Savitribai Phule Pune University [File No. OSD/BCUD/303 Dated 08/08/2016] for the financial support. CSIR India.