Synthesis and Biological Evaluation of 8-Hydroxyquinoline-hydrazones for Anti-HIV-1and Anticancer Potential

8-Hydroxyquinoline, being one of the privileged scaffolds, is known to possess a wide range of biological activities. 8-Hydroxyquinoline quinoline has been explored synthetically through functionalization at different positions by different groups in search of medicinally important molecules. Herein, we synthesized twenty-one (20a-20u) different hydrazones of 8-hydroxyquinoline at C-2 position in good yields and characterised by (HNMR)-H-1, (CNMR)-C-13, HRMS and IR. All the synthesized compounds were evaluated for their anti-HIV-1 and anti-cancer potential through invitro cell-based assays. Compound 20u ((E)-2-((2-(4-methoxyphenyl)hydrazono)methyl)quinolin-8-ol) was found to be the most active against HIV (IC50: 1.88 and 6.27M; TI 73.82 and 22.07, against HIV-1(VB59) and HIV-1(UG070) respectively). Compound 20I ((E)-2-((2-(4-fluorophenyl)hydrazono)methyl)quinolin-8-ol) was identified as the most cytotoxic against four cancer cell lines (IC50: 26.30, 34.19, 38.77 and 34.23 mu M against HeLa, MCF-7, A-549 and MDA-MB-231, respectively) with 2.4, 1.9, 1.6, 1.9-folds selectivity, respectively over normal cells (IC50 63.75 mu M against HEK-293 normal cells).