Thiazole Functionalization of Thiosemicarbazone for Cu(II) Complexation: Moving toward Highly Efficient Anticancer Drugs with Promising Oral Bioavailability.

ABSTRACT: In this work, we report the synthesis of a new thiosemicarbazone-based drug of N'-(di(pyridin-2-yl)methylene)-4-(thiazol-2-yl)piperazine-1-carbothiohydrazide (HL) featuring a thiazole spectator for efficient coordination with Cu(II) to give [CuCl(L)]₂ (1) and [Cu(NO₃)(L)]₂ (2). Both 1 and 2 exhibit dimeric structures ascribed to the presence of di-2-pyridylketone moieties that demonstrate dual functions of chelation and intermolecular bridging. HL, 1, and 2 are highly toxic against hepatocellular carcinoma cell lines Hep-G2, PLC/PRF/5, and HuH-7 with half maximal inhibitory concentration (IC₅₀) values as low as 3.26 nmol/mL (HL), 2.18 nmol/mL (1), and 2.54 × 10

SUBMITTER: Luo SY 

PROVIDER: S-EPMC11357102 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature