• Synthesis, evaluation and molecular modelling studies of some novel 3-(3,4-dihydroisoquinolin-2($1H$)-yl)-𝑁-(substitutedphenyl) propanamides as HIV-1 non-nucleoside reverse transcriptase inhibitors

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    • Keywords


      HIV-1 reverse transcriptase (HIV-1 RT); non-nucleoside reverse transcriptase inhibitor (NNRTI); docking; autodock; 1,2,3,4-tetrahydroisoquinoline.

    • Abstract


      A novel series of fifteen 3-(3,4-dihydroisoquinolin-2($1H$)-yl)-𝑁-(substituted phenyl) propanamides 3(a-o) were synthesized by reacting the corresponding 3-chloro-𝑁-(aryl) propanamides 2(a-o) with 1,2,3,4-tetrahydroisoquinoline 1 in acetonitrile. The compounds have been characterized on the basis of elemental analysis and spectral data. All the compounds were evaluated for their HIV-1 RT inhibitory activity. Among the synthesized compounds, 3-(3,4-dihydroisoquinolin-2($1H$)-yl)-𝑁-𝑜-tolyl propanamide 3d and 3-(3,4-dihydroisoquinolin-2(1H)-yl)-𝑁-(2,4,6-tribromophenyl)propanamide 3f were identified as significant inhibitors of HIV-1 reverse transcriptase with 56% and 43% residual RT activity respectively at the final concentration of 40 𝜇M when compared with the standard drug Efavirenz. Docking studies with HIV-1 RT (PDB ID 1rt2) were also performed in order to investigate the binding pattern of these compounds.

    • Author Affiliations


      S Murugesan1 Swastika Ganguly2 Giovanni Maga1

      1. Department of Pharmaceutical Sciences, Birla Institute of Technology, Mesra, Ranchi 835 215
      2. DNA Enzymology and Molecular Virology Section, Instituto Di Genetica Molecolare, Pavia, Italy-207-27100
    • Dates

  • Journal of Chemical Sciences | News

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