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Vol. 36 No. 9 (2024): Vol 36 Issue 9, 2024

Copyright (c) 2024 Gurinderdeep Singh

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Exploring Indolyl Triazoles: Synthesis, Computational Profiling and Antimicrobial Assessment

https://doi.org/10.14233/ajchem.2024.32148
Geetha Birudala
Faculty of Pharmacy, Dr. M.G.R. Educational and Research Institute, Velappanchavadi, Chennai-600077, India
https://orcid.org/0000-0002-6106-4951
Rajendra Dnyandeo Dighe
Department of Pharmaceutical Chemistry, K.B.H.S.S. Trust’s Institute of Pharmacy, Malegaon, Nashik-423105, India
https://orcid.org/0009-0004-8239-0109
Saravanakumar Kasimedu
Department of Pharmaceutics, Seven Hills College of Pharmacy, Venkatramapuram, Tirupati-517561, India
https://orcid.org/0000-0001-6321-6907
Sowjanya Pulipati
Department of Pharmaceutics, Vignan Pharmacy College, Vadlamudi-522213, India
https://orcid.org/0000-0002-5434-5368
Hari Veluru
MB School of Pharmaceutical Sciences (Erstwhile Sree Vidyanikethan Colege of Pharmacy), Mohan Babu University, Sree Sainath Nagar, A. Rangampeta, Tirupati-517102, India
https://orcid.org/0000-0003-0120-1923
Naveenkumar Gandupally
Department of Pharmacology, Sri Venkateswara College of Pharmacy, RVS Nagar, Chittoor-517127, India
https://orcid.org/0009-0002-4439-0779
Gurinderdeep Singh
Department of Pharmaceutical Sciences and Drug Research, Punjabi University, Patiala-147002, India
https://orcid.org/0000-0003-0166-3685

Corresponding Author(s) : Gurinderdeep Singh

gdspharma4@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 9 (2024): Vol 36 Issue 9, 2024

Abstract

In this work, a series of new indolyl-triazole compounds (IT1-8) were synthesized, characterized and evaluated for their in vitro antimicrobial activities. The synthesis involved reactions of indole acetic acid and hydrazine, followed by cyclization with various reagents, yielding triazole compounds elucidated by TLC, IR, NMR, and mass spectral data. Computational profiling using PASS and Molinspiration indicated potential antitubercular and anticancer activities, with compounds IT1 and IT2 showing high bioactivity scores. ProTox 3.0 analysis identified compound IT5 as the safest compound regarding toxicity. The synthesized indolyl-triazoles exhibited significant antimicrobial activity, especially against Mycobacterium tuberculosis and various bacterial strains. The experimental assessments revealed unexpected antibacterial activities, particularly in compounds IT5 and IT6, highlighting the significance of halogenated phenyl rings and indolyl moieties in their efficacy. The study underscores the potential of indolyl-triazoles as antimicrobial agents and the role of computational tools in drug discovery, while also noting the discrepancy between in silico predictions and experimental results, suggesting the need for further exploration of structure-activity relationships (SAR).

Keywords

Indolyl triazoles Synthesis In silico profiling Antitubercular activity Antibacterial activity
Birudala, G., Dighe, R. D., Kasimedu, S., Pulipati, S., Veluru, H., Gandupally, N., & Singh, G. (2024). Exploring Indolyl Triazoles: Synthesis, Computational Profiling and Antimicrobial Assessment. Asian Journal of Chemistry, 36(9), 2145–2152. https://doi.org/10.14233/ajchem.2024.32148
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