Synthesis and anti-HIV-1 activity of the conjugates of gossypol with oligopeptides and D-glucosamine

来源 :Chinese Chemical Letters | 被引量 : 0次 | 上传用户:a3799222999
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A series of novel gossypol derivatives were synthesized and screened for their in vitro anti-HIV-1 activity.The results showed that replacing the aldehyde groups of gossypol with certain oligopeptides and Dglucosamine not only reduced the cytotoxicity of gossypol derivatives but also enhanced their antiviral activity against HIV-1. Interestingly, D-glucosamine derivative of gossypol that lacked the COONa group also exhibited the same potent anti-HIV-1 activity as oligopeptide derivatives with the COONa group.These compounds blocked the entry of HIV-1IIIBinto target cell, which was similar to T20. Furthermore,the molecular docking analysis rationalized their anti-HIV-1 activity. The results also implied that certain oligopeptides and D-glucosamine were important moities to prepare gossypol derivatives as HIV-1 entry inhibitors besides certain amino acids. A series of novel gossypol derivatives were synthesized and screened for their in vitro anti-HIV-1 activity. The results showed that replacing the aldehyde groups of gossypol with certain oligopeptides and Dglucosamine not only reduced the cytotoxicity of gossypol derivatives but also enhanced their antiviral activity against HIV-1. Interestingly, D-glucosamine derivative of gossypol that lacked the COONa group also exhibited the same potent anti-HIV-1 activity as oligopeptide derivatives with the COONa group. The compounds blocked the entry of HIV-1II IBinto target cell, which was similar to T20. Furthermore, the molecular docking analysis rationalized their anti-HIV-1 activity. The results also implied that certain oligopeptides and D-glucosamine were important moities to prepare gossypol derivatives as HIV-1 entry inhibitors besides certain amino acids.
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