1. Synthesis and biological evaluation of water-soluble derivatives of chiral gossypol as HIV fusion inhibitors targeting gp41.
- Author
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Yang J, Li LL, Li JR, Yang JX, Zhang F, Chen G, Yu R, Ouyang WJ, and Wu SW
- Subjects
- Binding Sites, Drug Design, Gossypol metabolism, Gossypol pharmacology, HIV Envelope Protein gp41 metabolism, HIV Fusion Inhibitors metabolism, HIV Fusion Inhibitors pharmacology, Humans, Hydrogen Bonding, Inhibitory Concentration 50, Molecular Docking Simulation, Protein Structure, Tertiary, Solubility, Stereoisomerism, Virus Replication drug effects, Water chemistry, Gossypol chemistry, HIV Envelope Protein gp41 antagonists & inhibitors, HIV Fusion Inhibitors chemical synthesis, HIV-1 physiology
- 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., (Copyright © 2017 Elsevier Ltd. All rights reserved.)
- Published
- 2018
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