Synthesis and Biological Evaluation of Some Novel <i>Bis</i>-Thiadiazoles as Antimicrobial and Antitumor Agents

Abstract

A novel series of bis(1,3,4-thiadiazole) derivatives were synthesized as a sole product in one step methodology by reaction of bis-hydrazonoylchloride 3 with many of hydrazinecarbodithioate derivatives 2a–e, 6a,b, and 8a–e. We discuss the mechanisms of the reactions studied and use elemental and spectral data to identify the assigned structure for each of the new products. This research aimed at synthesizing a novel series of derivatives of bis-thiadiazoles and investigating their antimicrobial and anticancer activity. The results showed that compound 6b was the most efficient synthesized antimicrobial compound. Moreover Compounds 8c, 10d, 6b, and 8d were the most active (IC50 values of 0.37 ± 0.15, 0.93 ± 0.32, 1.03 ± 0.45, and 3.52 ± 0.43 µg/mL, respectively) against human breast carcinoma cell line (MCF-7) and compounds 8c, 10d, 6b, and 8d were the most active (IC50 value of 0.38 ± 0.12, 0.88 ± 0.46, 2.15 ± 0.16, and 2.47 ± 0.44 µg/mL, respectively) against the human hepatocellular carcinoma cell line (HepG-2).