Department of Chemistry, Faculty of Science, Atatürk University, Erzurum, 25240, Turkey.
Department of Pharmacy Services, Nihat Delibalta Göle Vocational High School, Ardahan University, Ardahan, 75700, Turkey.
Chem Biodivers. 2023 Aug;20(8):e202300687. doi: 10.1002/cbdv.202300687. Epub 2023 Jul 25.
Lactoperoxidase enzyme (LPO) is secreted from salivary, mammary, and other mucosal glands including the bronchi, lungs, and nose, which had functions as a natural and the first line of defense towards viruses and bacteria. In this study, methyl benzoates were examined in LPO enzyme activity. Methyl benzoates are used as precursors in the synthesis of aminobenzohydrazides used as LPO inhibitors. For this purpose, LPO was purified in a single step using sepharose-4B-l-tyrosine-sulfanilamide affinity gel chromatography with a yield of 9.91 % from cow milk. Also, some inhibition parameters including the half maximal inhibitory concentration (IC ) value and an inhibition constant (K ) values of methyl benzoates were determined. These compounds inhibited LPO with K values ranging from 0.033±0.004 to 1540.011±460.020 μM. Compound 1 a (methyl 2-amino-3-bromobenzoate) showed the best inhibition (K =0.033±0.004 μM). The most potent inhibitor (1 a) showed with a docking score of -3.36 kcal/mol and an MM-GBSA value of -25.05 kcal/mol, of these methyl benzoate derivatives (1 a-16 a) series are established H-bond within the binding cavity with residues Asp108 (distance of 1.79 Å), Ala114 (distance of 2.64 Å), and His351 (distance of 2.12 Å).
乳过氧化物酶（LPO）由唾液腺、乳腺和其他黏膜腺分泌，包括支气管、肺和鼻子，具有抵抗病毒和细菌的天然第一道防线的功能。在这项研究中，检查了 LPO 酶活性中的甲基苯甲酸酯。甲基苯甲酸酯被用作合成用作 LPO 抑制剂的氨基苯甲酰肼的前体。为此，使用 sepharose-4B-l-酪氨酸磺胺酰胺亲和凝胶色谱法在单个步骤中纯化 LPO，从牛奶中获得 9.91%的收率。此外，还确定了一些抑制参数，包括甲基苯甲酸酯的半最大抑制浓度（IC ）值和抑制常数（K ）值。这些化合物以 0.033±0.004 至 1540.011±460.020 μM 的 K 值抑制 LPO。化合物 1a（甲基 2-氨基-3-溴苯甲酸酯）表现出最佳抑制作用（K =0.033±0.004 μM）。最有效的抑制剂（1a）的对接得分为-3.36 kcal/mol，MM-GBSA 值为-25.05 kcal/mol，这些甲基苯甲酸酯衍生物（1a-16a）系列在结合腔内与残基 Asp108（距离 1.79 Å）、Ala114（距离 2.64 Å）和 His351（距离 2.12 Å）建立了氢键。
