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Synthesis, biological evaluation, and molecular docking of novel 1,3,4-substituted-thiadiazole derivatives as potential anticancer agent

Samin A. Shaikh, Satish N. Wakchaure, Shivaji R. Labhade, Raju R. Kale, Rajasekhar Reddy Alavala, Santosh S. Chobe, Kamlesh S. Jain, Hrishikesh S. Labhade, Dipak D. Bhanushali

2024BMC Chemistry11 citationsDOIOpen Access PDF

Abstract

Abstract In an attempt to develop potent anti-cancer agents, a new 1,3,4-substituted-thiadiazole derivatives ( 8b-g ), starting from 4-substituted-thiazol-2-chloroacetamides ( 4b-g ), were synthesized and evaluated for their cytotoxic effects on multiple human cancer cell lines, including the hepatocellular carcinoma (HEPG-2), human lung carcinoma (A549), human breast carcinoma (MCF-7) and pseudo-normal human embryonic liver (L02) cancer cell lines by an MTT assay. Among all synthesized compounds, compound 8d showed the potent anti-cancer activities with GI 50 values of 2.98 , 2.85 and 2.53 μM against MCF-7, A549 and HepG-2 cell lines respectively as compared to standard drug Doxorubicin. Furthermore, molecular modelling studies have spotlighted the anchoring role of 1,3,4-substituted-thiadiazole moiety in bonding and hydrophobic interaction with the key amino acid residues. Therefore, these results can provide promising starting points for further development of best anti-cancer agents. Graphical Abstract

Topics & Concepts

MoietyChemistryLiver cancerMTT assayCytotoxicityHepatic carcinomaDocking (animal)DoxorubicinCell cultureCancer cellStereochemistryCombinatorial chemistryHuman liverBiochemistryCancerHepatocellular carcinomaCancer researchCell growthIn vitroBiologyMedicineGeneticsNursingChemotherapySynthesis and biological activityClick Chemistry and ApplicationsSynthesis and Characterization of Heterocyclic Compounds