Synthesis of 8-Hydroxyquinoline Derivatives as Novel Antitumor Agents

Abstract

This letter describes the preparation of quinoline derivatives and their cytotoxic potentials toward human carcinoma cell lines. Among the selected compounds, 8-hydroxy-2-quinolinecarbaldehyde (3) showed the best in vitro cytotoxicity against the human cancer cell lines, including MDA231, T-47D, Hs578t, SaoS2, K562, SKHep1 (with a MTS 50 range of 12.5−25 μg/mL) and Hep3B (with a MTS 50 range of 6.25±0.034 μg/mL). The in vivo antitumor activity of compound 3 on subcutenaous Hep3B hepatocellular carcinoma xenograft in athymic nude mice was then studied. The results showed that the dose of 10 mg/kg/day of compound 3 with intraperitoneal injection for 9 days totally abolished the growth of the xenograft tumor of Hep3B with no histological damage on vital organs as compared with the control. The experimental results suggested that compound 3 has a good potential as an antitumor agent.

Synthesis and SAR studies of novel 6,7,8‐substituted 4‐substituted benzyloxyquinolin‐2(1H)‐one derivatives for anticancer activity

“…Among various nitrogen-containing fused heterocyclic skeletons, quinoline and quinolone structures are important components prevalent in a vast array of biological systems. Compounds with a quinoline nucleus exhibit various pharmacological properties, including antioxidant (Chung and Woo, 2001;Zhang et al, 2013), anti-inflammatory (Baba et al, 1996;Mukherjee and Pal, 2013), antibacterial (Cheng et al, 2013), anti-human immunodeficiency virus (Freeman et al, 2004;Hopkins et al, 2004), antimalarial (Cornut et al, 2013;Pandey et al, 2013), antituberculosis (Lilienkampf et al, 2009), anti-Alzheimer's disease (Fiorito et al, 2013), anticancer (Wang et al, 2011;Abonia et al, 2012;Chan et al, 2012) activities. Accordingly, Solomon and Lee described quinolinecontaining subunits as 'privileged structures' for drug development (Solomon and Lee, 2011).…”

Synthesis, molecular structure, theoretical calculation, DNA/protein interaction and cytotoxic activity of manganese(III) complex with 8-hydroxyquinoline

“…The in vitro cytotoxicity of 8-hq and its derivatives were reported earlier [71] and its crucial scaffold was supposed to play a major role in anticancer activity [72]. Based on the cell viability assay, complex shows inhibition in the growth of tumors cells which is directly proportional to the dose.…”

Effects of 2-amino-8-hydroxyquinoline interaction on the conformation of physiological isomers of human serum albumin

“…The compound 8-hydroxyquinoline and its various derivatives and metal complexes have been established to exhibit in vitro cytotoxicity against human cancer cell lines (Chan et al 2013;Nishii et al 2010). They are also known to demonstrate antiviral activity (Ezgimen et al 2012).…”