Anti-inflammation and antimalarial profile of 5-pyridin-2-yl-1H-[1,2,4]triazole-3-carboxylic acid ethyl ester as a low molecular intermediate for hybrid drug synthesis

• Published in: Research on chemical intermediates Vol. 48; no. 2; pp. 885 - 898
• Main Authors: Eya’ane Meva, Francois, Prior, Timothy J., Evans, David J., Shah, Sachin, Tamngwa, Cynthia Fake, Belengue, Herschelle Guyenne Lagrange, Mang, Roland Emmanuel, Munro, Justin, Qahash, Tarrick, Llinás, Manuel
• Format: Journal Article
• Language: English
• Published: Dordrecht Springer Netherlands 01.02.2022; Springer Nature B.V
• Subjects: Albumins; Aspirin; Carboxylic acids; Catalysis; Chemical synthesis; Chemistry; Chemistry and Materials Science; Denaturation; Ethyl esters; Infrared analysis; Infrared spectroscopy; Inorganic Chemistry; Malaria; NMR spectroscopy; Physical Chemistry; Single crystals; Spectrum analysis; Triazoles; 1.2.4-triazole; Antimalarial; Synthesis; Structure; Anti-inflammation
• ISSN: 0922-6168; 1568-5675
• DOI: 10.1007/s11164-021-04607-3

A novel 1,2,4-triazole intermediate 5-pyridin-2-yl-1H-[1,2,4]triazole-3-carboxylic acid ethyl ester was prepared by the reaction of N’-aminopiridyne-2-carboximidamine and an excess monoethyl oxalyl chloride and screened for biological activities. The compound was structurally characterized by nuclear magnetic resonance spectroscopy, elemental analysis, infrared spectroscopy, and single-crystal X-ray diffraction. Bioassays indicated that the compound exhibits potent anti-inflammation activity in vitro. An egg albumin denaturation assay to assess the anti-inflammatory effect of the synthesized compound showed a significant inhibition of protein with a maximum inhibition of 71.1% at the highest tested concentration (1000 µg/mL) compared to 81.3% for Aspirin as standard drug. The antimalarial activity on the 3D7 P. falciparum strain was determined to be IC 50 176 µM and was obtained prior to connection with pharmacophoric groups.