Synthesis, Characterization and Biological Potency of Novel Furan/Thiophenyl-Tetrahydronaphtho Triazoles as Antimicrobials and Antioxidants
Nisha Chiriapanda Lohith
Department of Chemistry, Yuvaraja’s College, University of Mysore, Mysuru-570005, India.
Prakruthi Aiyappa K
Department of Chemistry, Manasagangotri, University of Mysore, Mysuru, Karnataka-570006, India.
K B Chethan Kumar
Department of Chemistry, Manasagangotri, University of Mysore, Mysuru, Karnataka-570006, India.
Ranjini Puttaswamy
Department of Biotechnology, Sir M V Govt. Science College, Badravati, Shivamogga-577301, India.
Rajesha Javaraiah
Department of Biochemistry, Yuvaraja’s College, University of Mysore, Mysuru-570005, India.
Kiran kumar H B
Independent Researcher, Affiliated to Nrupathunga University, Bangalore, India.
Devaraju *
Department of Chemistry, Yuvaraja’s College, University of Mysore, Mysuru-570005, India.
*Author to whom correspondence should be addressed.
Abstract
Recent investigations into the cyclocondensation reaction involving furfural-substituted aldehydes have unveiled a compelling synthetic route, beginning with the formation of α,β-unsaturated ketones. These intermediates are further transformed into epoxides, which then undergo strategic condensation to yield novel substituted phenylfuran or thiophenyl-tetrahydronaphtho-triazolones. Remarkably, the outcome of the final products is significantly influenced by the reaction conditions employed, allowing selective access to either phenylfuran or thiophenyl derivatives. The present research work encompasses chemical synthesis of substituted Phenyl furan/thiophenyl-tetrahydronaphtho triazoles. Also determination of the antioxidant and anti-microbial activity was carried out. Successful synthesis of the compounds incorpating novel triazolone derivatives was confirmed by analytical tools. Compounds 6b, 6f, 6h, and 6l showed remarkable antimicrobial activity against both Gram-positive and Gram-negative bacteria, while compounds 6j and 6m showed strong antioxidant activity. Derivatives bearing bromo and nitro groups exhibited promising bioactive profiles. The in silico docking studies demonstrated higher binding to TSNK2 ligand. In summary the methods highlighted in the research ascribe the potential of tailored substitutions in enhancing pharmacological properties of compounds. Further, the study asserts the selective advantage of environmentally friendly, sensitive and efficient lignan’s as anti-microbials.
Keywords: Triazoles, minimum inhibitory concentrations (MICs), Tankyrase 2, amphotericin B