Design, synthesis, and biological activity of a novel series of 2,5-disubstituted furans/pyrroles as HIV-1 fusion inhibitors targeting gp41.

@article{Jiang2011DesignSA,
  title={Design, synthesis, and biological activity of a novel series of 2,5-disubstituted furans/pyrroles as HIV-1 fusion inhibitors targeting gp41.},
  author={Shibo Jiang and Srinivasa Rao Tala and Hong Li Lu and Peng Zou and Ilker Avan and Tarek Salah Ibrahim and Nader Elmaghwry Abo-Dya and Abdelmotaal Abdelmajeid and Asim Kumar Debnath and Alan R. Katritzky},
  journal={Bioorganic & medicinal chemistry letters},
  year={2011},
  volume={21 22},
  pages={6895-8}
}
Based on molecular docking analysis of earlier results, we designed a series of 2,5-disubstituted furans/pyrroles (5a-h) as HIV-1 entry inhibitors. Compounds were synthesized by Suzuki-Miyaura cross coupling, followed by a Knoevenagel condensation or Wittig reaction. Four of these compounds were found to be effective in inhibiting HIV-1 infection, with the best compounds being 5f and 5h, which exhibited significant inhibition on HIV-1(IIIB) infection at micromolar levels with low cytotoxicity… CONTINUE READING