Synthesis, Cytotoxicity and Antimicrobial Evaluation of New Coumarin‐Tagged β‐Lactam Triazole Hybrid

Abstract

A series of coumarin-tagged β-lactam triazole hybrids (10a -10o) were synthesized and tested for their cytotoxic activity against MDA-MB-231 (triple negative breast cancer), MCF-7 (estrogen receptor positive breast cancer (ER +)) and A549 (human lung carcinoma) cancer cell lines including one normal cell line, HEK-293 (human embryonic kidney). Two compounds 10b and 10d exhibited substantial cytotoxic effect against MCF-7 cancer cell lines with IC 50 values of 53.55 and 58.62 μM, respectively. More importantly, compounds 10b and 10d were non-cytotoxic against HEK-293 cell lines. Structure-activity relationship (SAR) studies suggested that the nitro and chloro group at the C-3 position of phenyl ring are favorable for anticancer activity, particularly against MCF-7 cell lines. Furthermore, antimicrobial evaluation of these compounds revealed modest inhibition of examined pathogenic strains with compounds 10c and 10i being the most promising antimicrobial agents against Pseudomonas aeruginosa and Candida albicans, respectively.

1,2,3‐Triazole hybrids as anticancer agents: A review

“…[46] Incorporation of isatin into the 1,2,3-triazole-tethered coumarin hybrid (30) showed cytotoxicity, with an IC 50 value of 18.67 μM against A549 cells. [47,48] 1,2,3-Triazole-incorporated asiatic acid derivative 31 was found to be active, with IC 50 values in the range 2.67-4.84 μM against the three tested lung cancer cells. Moreover, this compound was nontoxic toward normal HL-7702 cells and the NF-κB inhibitor, and induced apoptosis and suppressed cell migration.…”

Triazole analogues as potential pharmacological agents: a brief review

“…Ma et al synthesized a new series of 1,2,3-triazole-pyrimidine-urea derivatives and evaluated their anti-proliferative activity against selected four different human tumour cell lines including MCF-7, MGC-803, EC-109, and B16-F10. The compounds 43a–43c exhibited significant growth inhibition against B16-F10 with IC 50 values of 32 μM, 35 μM, and 42 μM among all the tested compounds [ 72 ]. …”

A minireview of 1,2,3‐triazole hybrids with O‐heterocycles as leads in medicinal chemistry

“…Compound 28b also showed inhibition against P . aeruginosa (% inhibition = 18.97), while compound 28d inhibited C. albicans (%inhibition = 21.65) class pathogens (Dhawan et al, 2020).…”

“…their anti-malarial activity and found that compounds 28b and 28d were the most eminent members of the series. Compound 28b also showed inhibition against P. aeruginosa (% inhibition = 18.97), while compound 28d inhibited C. albicans (%inhibition = 21.65) class pathogens (Dhawan et al, 2020). Lipeeva and associates reported the synthesis of some novel triazole-coumarin hybrids and tested for their in vitro anti-bacterial activity against several pathogens.…”