Novel benzothiazole fused iminothiazolines: Design, synthesis, anticancer and antimicrobial profiling with in silico
P M BharathKumar1, A C Kumar1, Madalambika1
1Department of Studies in Chemistry, Manasagangotri, University of Mysore, Mysuru 570006, Karnataka, India.
Abstract:
A series of novel twenty benzothiazole-fused iminothiazoline derivatives (7aa-7df) were synthesized and evaluated for their invitro anticancer activity and their antimicrobial studies. The structures of the final compounds were confirmed through 1H NMR,13C NMR and LC-MS spectroscopic techniques. The anticancer evaluation revealed that compounds 7ce and 7dc exhibited excellent activity with an IC50 value of 1.40 and 1.716 μM, respectively, against MCF-7 cells and notable potency was observed against MDA-MB-231 cancer cells with IC50 values of 5.03 and 8.42 μM. It was observed that compounds possessing a nitro, chloro and bromo substitution at 4th position enhanced the anticancer activity. While, antimicrobial screening revealed that compounds 7dc and 7bf were exhibited moderate anti-bacterial activity significantly less potent than standard drug against E. coli and S. aureus, with MICs of 32 μg/mL and 64 μg/mL, respectively. Furthermore, molecular docking studies supported the biological potential of the synthesized compounds by establishing key interactions with the target proteins. In addition, ADMET analysis was performed to elucidate the pharmacokinetic and toxicological properties, which validates the drug-likeness of the compounds.
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