Intramolecular Ring Transformation of Bis-oxadiazoles to Bis-thiadiazoles and Investigation of Their Anticancer Activities
Corresponding Author
Sobhi M. Gomha
Department of Chemistry, Faculty of Science, Cairo University, Giza, 12613 Egypt
E-mail: [email protected]Search for more papers by this authorZeinab A. Muhammad
Department of Organic Chemistry, National Organization for Drug Control and Research (NODCAR), Giza, 12311 Egypt
Search for more papers by this authorAhmed A. M. El-Reedy
Department of Basic and Applied Science, Faculty of Oral and Dental Medicine, Nahda University, Beni-Suef, Egypt
Search for more papers by this authorCorresponding Author
Sobhi M. Gomha
Department of Chemistry, Faculty of Science, Cairo University, Giza, 12613 Egypt
E-mail: [email protected]Search for more papers by this authorZeinab A. Muhammad
Department of Organic Chemistry, National Organization for Drug Control and Research (NODCAR), Giza, 12311 Egypt
Search for more papers by this authorAhmed A. M. El-Reedy
Department of Basic and Applied Science, Faculty of Oral and Dental Medicine, Nahda University, Beni-Suef, Egypt
Search for more papers by this authorAbstract
A new series of 2,6-dimethyl-4-phenyl-N′3,N′5-bis(3-phenyl-1,3,4-thiadiazol-2(3H)-ylidene)-1,4-dihydropyridine-3,5-dicarbohydrazides were synthesized from reaction of 5,5′-(2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-diyl)bis(1,3,4-oxadiazole-2-thiol) or diethyl 2,2′-(2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarbonyl)bis(hydrazine-1-carbodithioate) with various hydrazonoyl chlorides. The structures of new compounds were established on the basis of their elemental analysis and IR, 1H NMR, and mass spectral data. The anticancer activities of the synthesized compounds were screened for their activity against human hepatocellular carcinoma (HepG2) cell lines, and the results showed that compounds 6l, 6k, and 6e were the most active (IC50 = 7.68 ± 9.8, 8.72 ± 9.7, and 9.78 ± 9.1 μM, respectively), compared with Cisplatin reference drug (IC50 value of 1.40 ± 1.1 μM).
References and Notes
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