Synthesis and biological evaluation of 4-oxoquinoline-3-carboxamides derivatives as potent anti-fibrosis agents

  • Bioorg Med Chem Lett. 2014 Dec 15;24(24):5666-5670. doi: 10.1016/j.bmcl.2014.10.071.
Jun Zhu  1 Lin He  1 Liang Ma  1 Zhe Wei  1 Jiqiang He  1 Zhuang Yang  2 Yuzhi Pu  1 Dong Cao  1 Yuzhe Wu  2 Mingli Xiang  1 Aihua Peng  1 Yuquan Wei  1 Lijuan Chen  3
Affiliations
  • 1. State Key Laboratory of Biotherapy and Cancer Center/Collaborative Innovation Center for Biotherapy, West China Hospital, West China Medical School, Sichuan University, Chengdu, Sichuan 610041, PR China.
  • 2. College of Chemistry, Sichuan University, Chengdu, Sichuan 610064, PR China.
  • 3. State Key Laboratory of Biotherapy and Cancer Center/Collaborative Innovation Center for Biotherapy, West China Hospital, West China Medical School, Sichuan University, Chengdu, Sichuan 610041, PR China. Electronic address: [email protected].
Abstract

Thirty-one 4-oxoquinoline-3-carboxamides derivatives were synthesized and evaluated for their anti-fibrotic activities by the inhibition of TGF-β1-induced total Collagen accumulation and anti-inflammatory activities by the inhibition of LPS-stimulated TNF-α production. Among them, three compounds (10a, 10l and 11g) exhibited potent inhibitory effects on both TGF-β1-induced total Collagen accumulation and LPS-stimulated TNF-α production. Furthermore, oral administrations of 10l at a dose of 20 mg/kg/day for 4 weeks effectively alleviated lung inflammation and injury, and decreased lung Collagen accumulation in bleomycin-induced pulmonary fibrosis model. Histopathological evaluation of lung tissue confirmed 10l as a potential, orally active agent for the treatment of pulmonary fibrosis.

Keywords
4-Oxoquinoline-3-carboxamides; Anti-inflammatory; Collagen accumulation; Pulmonary fibrosis; TGF-β1; TNF-α.