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Vol. 35 No. 1 (2023): Vol 35 Issue 1

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Synthesis and Evaluation of 1,2,4-Triazole Derivatives for Antioxidant, Anti-inflammatory, Cytotoxicity and QSAR Analysis

https://doi.org/10.14233/ajchem.2023.26878
Shaheen Begum
Institute of Pharmaceutical Technology, Sri Padmavati Mahila Visvavidyalayam, Tirupati-517502, India
V. Anitha Kumari
Nova College of pharmaceutical Education and Research, (Affiliated to Jawaharlal Nehru Technological University Hyderabad), Jafferguda, Hayat Nagar (Mandal)-501512, India
S.K. Arifa Begum
Bharat Institute of Technology (Affiliated to Jawaharlal Nehru Technological University Hyderabad), Ibrahimpatnam, Ranga Reddy-501510, India
M. Reddemma
Seven Hills College of Pharmacy (Affiliated to Jawaharlal Nehru Technological University Anantapur), Chittoor-517561, India
K. Tejaswini
Institute of Pharmaceutical Technology, Sri Padmavati Mahila Visvavidyalayam, Tirupati-517502, India
K. Bharathi
Institute of Pharmaceutical Technology, Sri Padmavati Mahila Visvavidyalayam, Tirupati-517502, India

Corresponding Author(s) : Shaheen Begum

shaheen.pharmchem@gmail.com

Asian Journal of Chemistry, Vol. 35 No. 1 (2023): Vol 35 Issue 1

Abstract

A series of novel 4-amino-5-substituted-1,2,4-triazole-3-thiol derivatives (B1-B18) were synthesized and characterized by spectral analysis. Equimolar portions of thiocarbohydrazide and different acids (substituted aryl/heteroaryl/aliphatic) were fused to synthesize the title compounds. The compounds were evaluated for cytotoxicity, in vitro anti-inflammatory activity and antioxidant activities. Cytotoxicity studies highlighted B4 (2,4-dichloro analog) as the potent cytotoxic molecule with IC50 value of 20.35 μM against MCF-7 cell line compared to cisplatin (IC50 = 12.06 μM). B4 (2,4-dichloro), B18 (oleayl) and B14 (2-hydroxy) showed significant membrane-stabilizing activity with IC50 values < 35 μM, whereas B11 (3,4-dimethoxy), B4 (2,4-dichloro) and B14 (2-hydroxy) displayed moderate proteinase inhibitory activity with IC50 values < 72 μM. Compounds possessing phenolic hydroxyl group (B12−B14) demonstrated an appreciable antioxidant activity in the studied antioxidant models. QSAR analysis revealed the important contribution of molecular connectivity, ionization potential and mass of the compounds for optimum cytotoxicity. Present results suggested compound B4 as a potential lead molecule to design novel and potent cytotoxic and anti-inflammatory agents.

Keywords

Antioxidant activity Anti-inflammatory activity Cytotoxicity activity QSAR analysis 1,2,4-Triazoles
Begum, S., Anitha Kumari, V., Arifa Begum, S., Reddemma, M., Tejaswini, K., & Bharathi, K. (2022). Synthesis and Evaluation of 1,2,4-Triazole Derivatives for Antioxidant, Anti-inflammatory, Cytotoxicity and QSAR Analysis. Asian Journal of Chemistry, 35(1), 194–202. https://doi.org/10.14233/ajchem.2023.26878
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