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Anti-HIV and Antibacterial Activities of Novel 2-(3-Substituted-4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-diones

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Abstract

In the present study, we have synthesized a series of novel 2-(3-substituted-4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-diones by the reaction of 3-(substituted)-2-hydrazino-quinazoline-4(3H)-ones with phthalic anhydride. The starting material 3-(substituted)-2-hydrazino-quinazolin-4(3H)-ones were synthesized from various primary amines. All the synthesized compounds were screened for their antitubercular, anti-HIV and antibacterial activity against different gram positive and gram negative strains by agar dilution method. Among the test compounds, 2-(3-(4-chlorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-dione (QCT7) shown most potent antibacterial activity against E. coli, and S. aureus with the MIC of 3 µg/mL. The compound QCT7 exhibited the antitubercular activity with the MIC of 25 µg/mL and anti-HIV activity with the EC50 of 43.68 µM against HIV1 and HIV2 and offers potential lead for further optimization and development to new antitubercular and anti-HIV agents. The results obtained from this study confirm that the synthesized and biologically evaluated quinazolines showed promising antimicrobial, antitubercular and anti-HIV activities and are new scaffolds for antimicrobial activity.

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Authors and Affiliations

  1. Medicinal Chemistry Research Laboratory, MNR College of Pharmacy, 502294, Gr. Hyderabad, Sangareddy, India

    M. T. Sulthana, V. Alagarsamy, G. Saravanan & V. Raja Solomon

  2. Faculty of Pharmacy, Sri Ramachandra Institute of Higher education and Research (Deemed to be University), 600116, Porur, Chennai, India

    K. Chitra

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  1. M. T. Sulthana
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Correspondence to V. Alagarsamy.

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Sulthana, M.T., Chitra, K., Alagarsamy, V. et al. Anti-HIV and Antibacterial Activities of Novel 2-(3-Substituted-4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-diones. Russ J Bioorg Chem 47, 112–121 (2021). https://doi.org/10.1134/S1068162021010246

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