In-vitro Antioxidant and Antitumor Activity of Dihydropyrimidine-2(1-H)-thione Derivatives with Carbazole Moiety

Abstract

Aim: Prepared a series of molecules called Dihydropyrimidine-2(1-H)-thione of carbazole to evaluate antioxidant and antitumor activity. Materials and Methods: Compounds from DTP-1 to DTP-11 were prepared and subjected for Spectral analysis like infrared, 1H NMR, and Mass spectroscopy. Further evaluated antioxidant property of molecules using DPPH free radical scavenging method and analyzed the antitumor activity by MTT assay. Results: The molecule DTP-4 (4-(9H-carbazol-9-yl)-6-(3-hydroxyphenyl)-5,6-dihydropyrimidine-2(1H)-thione) exhibit the spectral values i.e, Mass, m/z: 371.08, 166.45; IR (KBr) νmax, cm−1: 3420 (NH Str), 3567(O-H); 1H NMR (MHz, δ): (15H, Ar-H) 8.003-7.019, (1H, N-H) 11.129, (1H, O-H) 10.03 and DTP-6: 4-(9H-carbazol-9-yl)-6-(4-Dimethylamino-phenyl)-5,6-dihydropyrimidine-2(1H)-thione Mass value of m/z: 398.03, 166.09; IR (KBr)vmax, cm−1: 3419 (NH Str), (Ar C=S); 1H NMR (MHz, δ): (15H, Ar-H) 8.128-7.121, (1H, N-H) 11.290, (6H, -N-(CH3)2)3.491-2.791. Conclusion: Among all of those prepared molecules, DTP-4, which includes the functional group (3-OH) ortho-hydroxy, has an IC50 value of 2.32 μm against the Jurkat T cell line while compound DTP-06, which contains the functional group 4-dimethylamino, exhibits an IC50 value of 05.39 μm against the HeLa cell line.