Preparation and spectroscopic properties of bioactive 1, 2, 3-triazole-linked boronate esters for use in antioxidant, antimicrobial, and DNA binding studies

In this article, the preparation, spectral evaluation, and biological studies of bioactive 1, 2, 3-triazole-linked boronate esters are reported. The bioactive 1, 2, 3-triazole group linked-boronate esters have been designed and obtained by azido-functionalized boronate ester with different alkyne molecules via click chemistry approach under mild conditions. The prepared boronate esters (B 1-5 ) were characterized us-ing NMR ( 1 H, 13 C, and 11 B) spectra, FT-IR spectra, UV-Vis spectra, LC-MS/MS spectra, elemental analy-sis, and melting point measurement techniques. After all structures of synthesized boronate esters were characterized in detail, the antimicrobial (antioxidant and antibacterial) and DNA binding properties of newly prepared boronate esters were investigated. The bioactive 1, 2, 3-triazole-linked boronate ester (B 5 ) showed the highest radical scavenging (71.59 +/- 1.85%) and reducing power activity (0.476 +/- 0.01) at 200.0 mu g/mL concentration. According to the method of reducing power activity, the compound (B 5 ) exhibited the strongest activity with 0.476 +/- 0.014. The anti-bacterial activity of all boronate esters (B 1-5 ) was determined with four pathogenic bacteria. It was determined that only the 1, 2, 3-triazole-linked boronate ester (B 5 ) showed low activity against two bacteria (8 mm for S. aureus and 10 mm for E. hirae), while other boronate esters were found to have no activity. According to electrophoresis results using calf thymus DNA (CT-DNA), 1, 2, 3-triazole-linked boronate esters (B 3-5 ) were determined to have DNA binding activity. (c) 2023 Elsevier B.V. All rights reserved.