2. Academic Validation
  3. Synthesis and biological evaluation of water-soluble derivatives of chiral gossypol as HIV fusion inhibitors targeting gp41

Synthesis and biological evaluation of water-soluble derivatives of chiral gossypol as HIV fusion inhibitors targeting gp41

  • Bioorg Med Chem Lett. 2018 Jan 1;28(1):49-52. doi: 10.1016/j.bmcl.2017.08.049.
Jian Yang 1,  Long-Long Li 2,  Ju-Rong Li 2,  Jing-Xiang Yang 2,  Fang Zhang 2,  Gang Chen 2,  Rui Yu 2,  Wen-Jie Ouyang 3,  Shu-Wen Wu 3
Affiliations

Affiliations

  • 1 Department of Pharmacy, Renmin Hospital of Wuhan University, Wuhan 430060, China. Electronic address: Yanj502@aliyun.com.
  • 2 Department of Pharmacy, Renmin Hospital of Wuhan University, Wuhan 430060, China; Wuhan University School of Pharmaceutical Sciences, Wuhan 430071, China.
  • 3 The College of Life Sciences, State Key Laboratory of Virology, Modern Virology Research Center, Wuhan University, Wuhan 430072, China.
PMID: 29162455 DOI: 10.1016/j.bmcl.2017.08.049
Abstract

A series of novel or known water-soluble derivatives of chiral gossypol were synthesized and screened in vitro for their anti-HIV-1 activity. (-)-gossypol derivative was more active against HIV-1 than the corresponding (+)-gossypol derivative, respectively. Among these derivatives, d-glucosamine derivative of (-)-gossypol, oligopeptide derivative of (-)-gossypol and taurine derivative of (-)-gossypol, such as compounds 1a, 3a and 14a, showed significant inhibitory activities against HIV-1 replication, HIV-1 mediated cell-cell fusion and HIV gp41 6-helix bundle formation as some Amino Acid Derivatives of (-)-gossypol.

Keywords

Amino acid derivative; Anti-HIV-1; Chiral gossypol derivative; Gp41; Oligopeptide derivative; Taurine derivative; d-Glucosamine derivative.

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