Structural modifications of quinolone-3-carboxylic acids with anti-HIV activity

  • Bioorg Med Chem. 2011 Aug 15;19(16):5039-45. doi: 10.1016/j.bmc.2011.06.020.
Qiu-Qin He  1 ,  Shuang-Xi Gu ,  Jia Liu ,  Hai-Qiu Wu ,  Xuan Zhang ,  Liu-Meng Yang ,  Yong-Tang Zheng ,  Fen-Er Chen
Affiliations
  • 1. Department of Chemistry, Fudan University, Shanghai 200433, PR China.
PMID: 21763149 DOI: 10.1016/j.bmc.2011.06.020
Abstract

A series of new quinolone-3-carboxylic acids featuring a hydroxyl group at C-5 position were synthesized and evaluated for their in vitro activity against HIV in C8166 Cell Culture. All the compounds showed anti-HIV-1 activity with low micromolar to submicromolar EC(50) values. The most active compound 2k exhibited activity against wild-type HIV-1 with an EC(50) value of 0.13 μΜ. Preliminary structure-activity relationship of the newly synthesized Quinolone analogues was also investigated. Further docking study revealed that the anti-HIV activity of these compounds might involve a two-metal chelating mechanism.