Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agents

  • Zhiping Che Henan University of Science and Technology, College of Forestry, Department of Plant Protection, Laboratory of Pharmaceutical Design & Synthesis
  • Yuee Tian Henan University of Science and Technology, College of Forestry, Department of Plant Protection, Laboratory of Pharmaceutical Design & Synthesis
  • Shengming Liu Henan University of Science and Technology, College of Forestry, Department of Plant Protection, Laboratory of Pharmaceutical Design & Synthesis
  • Mei Hu Henan University of Science and Technology, College of Forestry, Department of Plant Protection, Laboratory of Pharmaceutical Design & Synthesis
  • Genqiang Chen Henan University of Science and Technology, College of Forestry, Department of Plant Protection, Laboratory of Pharmaceutical Design & Synthesis
Keywords: Benzoyl hydrazone, Human immunodeficiency virus type-1, Inhibitor of virus replication, Anti-HIV-1 agent

Abstract

The discovery and development of novel inhibitors with activity against variants of human immunodeficiency virus type 1 (HIV-1) is pivotal for overcoming treatment failure. As our ongoing work on research of anti-HIV-1 inhibitors, 32 N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives were prepared by introduction of the hydrazone fragments on the N-arylsulfonyl-3-acylindolyl skeleton and preliminarily screened in vitro as HIV-1 inhibitors for the first time. Among of all the reported analogues, eight compounds exhibited significant anti-HIV-1 activity, especially N-(3-nitro)phenylsulfonyl-3- acetylindole benzoyl hydrazone (18) and N-(3-nitro)phenylsulfonyl-3-acetyl-6-methylindole benzoyl hydrazone (23) displayed the most potent anti-HIV-1 activity with EC50 values of 0.26 and 0.31 μg/mL, and TI values of >769.23 and >645.16, respectively. It is noteworthy that introduction of R3 as the methyl group and R2 as the hydrogen group could result in more potent compounds. This suggested that introduction of R3 as the methyl group could be taken into account for further preparation of these kinds of compounds as anti-HIV-1 agents.

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Published
2018-12-20
How to Cite
Che, Z., Tian, Y., Liu, S., Hu, M., & Chen, G. (2018). Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agents. Brazilian Journal of Pharmaceutical Sciences, 54(4), e17543. https://doi.org/10.1590/s2175-97902018000417543
Section
Articles