Synthesis and bioactivity of 4,10-dimethyl-pyridino[2,3-h]quinolin-2(1H)-one-9-carboxylic acid and its esters

Qian Zhang; Ying Chen; Yun Qing Zheng; Peng Xia; Yi Xia; Zheng Yu Yang; Kenneth F Bastow; Susan L Morris-Natschke; Kuo Hsiung Lee

doi:10.1016/s0968-0896(02)00526-6

Synthesis and bioactivity of 4,10-dimethyl-pyridino[2,3-h]quinolin-2(1H)-one-9-carboxylic acid and its esters

Bioorg Med Chem. 2003 Mar 20;11(6):1031-4. doi: 10.1016/s0968-0896(02)00526-6.

Authors

Qian Zhang¹, Ying Chen, Yun Qing Zheng, Peng Xia, Yi Xia, Zheng Yu Yang, Kenneth F Bastow, Susan L Morris-Natschke, Kuo Hsiung Lee

Affiliation

¹ Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai 200032, China.

PMID: 12614889
DOI: 10.1016/s0968-0896(02)00526-6

Abstract

4,10-Dimethyl-pyridino[2,3-h]quinolin-2(1H)-one-9-carboxylic acid (1) was synthesized by a new approach via the key intermediate 7-[1-aza-2-(dimethylamino)vinyl]-4-methylquinolin-2(1H)-one (4). Compound 1 and its esters were evaluated in cytotoxicity and anti-HIV assays. The 9-carboxyl (1s)-endo-(-)-borneol ester (9) showed marginal cytotoxic activity in CAK1-1, HOS, KB, and HCT-8 cells.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-HIV Agents / chemical synthesis*
Anti-HIV Agents / pharmacology*
Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / pharmacology*
Cell Survival / drug effects
Drug Evaluation, Preclinical
Drug Screening Assays, Antitumor
HIV / drug effects
Humans
Indicators and Reagents
Magnetic Resonance Spectroscopy
Quinolones / chemical synthesis*
Quinolones / pharmacology*
Tumor Cells, Cultured

Substances

4,10-dimethyl-pyridino(2,3-h)quinolin-2(1H)-one-9-carboxylic acid
Anti-HIV Agents
Antineoplastic Agents
Indicators and Reagents
Quinolones