JOURNAL OF TRACE ELEMENTS IN MEDICINE AND BIOLOGY, vol.74, 2022 (SCI-Expanded)
Boronic acids constitute an important class of synthetic intermediates due to their high chemical stability, ease of use, moderate organic Lewis acid properties, reduced reactivity profiles and numerous biological activities such as antibacterial and antioxidant. The present study documents the synthesis and characterization of a novel boronic ester compound (3,5,7-trihydroxy-2-(2-phenyl benzo [d] [1,3,2] dioxaborol-5-yl)-4H-chromen-4-a) which was derived from phenyl boronic acid and quercetin. The new boron-based compound was used in the cream formulation after evaluating its antioxidant, antibacterial, anti-enzyme, anticancer activities and elec-trochemical oxidation behaviour. Furthermore, the cream has been dermatologically and microbiologically tested. Also, histological evaluation of the agent was estimated on multiple rat organs by hematoxylin-eosin staining method. Antioxidant potential of the new compound was tested by ABTS cation radical (IC50: 0.11 & PLUSMN; 0.01 mu g/mL), DPPH free radical scavenging (IC50: 0.14 +/- 0.01 mu g/mL), and CUPRAC (A0.5: 1.73 +/- 0.16 mu g/mL) methods, respectively. The compound determined to have a dominant antioxidant activity. In addition, the synthesized compound had no toxic effect on the healthy cell line (PDF), while having a very high (IC50: 18.76 +/- 0.62 mu g/mL) cytotoxic effect on the cancerous cell line (MCF-7). In general, the compound showed moderate acetylcholinesterase enzyme activity (IC50: 115.63 +/- 1.16 mu g/mL), high butyrylcholinesterase (IC50: 3.12 +/- 0.04 mu g/mL), antiurease (IC50: 1.10 +/- 0.06 mu g/mL), and antithyrosinase (IC50: 11.52 +/- 0.46 mu g/mL) enzyme activ-ities. In addition, the compound was found to be effective against Escherichia coli (ATCC 25922) bacteria studied at concentrations of 6.50 mg/mL. Moreover, the test results of the boronic ester compound used in the cream formulation demonstrated that it was microbiologically and dermatologically appropriate. Histologic analysis showed that the control group and experimental group were at similar properties without significant change. The phenyl boronic acid derivative compound synthesized from quercetin may have higher biological activity po-tential than quercetin. Due to the high biological activity potential of the synthesized compound, it has the potential to be used in food, feed, pharmaceutical and cosmetic industries.