PDF(Pubmed)
Abstract：
Phenolic acids still gain significant attention due to their potential antimicrobial and cytotoxic properties. In this study, we have investigated the antimicrobial of six phenolic acids, namely chlorogenic, caffeic, p-coumaric, rosmarinic, gallic and tannic acids in the concentration range 0.5-500 μM, against Escherichia coli and Lactobacillus rhamnosus. The antimicrobial activity was evaluated using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide colorimetric assay. Additionally, the cytotoxic effects of these phenolic acids on two cancer cell lines, the colorectal adenocarcinoma Caco-2 cell line and Dukes\' type C colorectal adenocarcinoma DLD-1 cell line was examined. To further understand the molecular properties of these phenolic acids, quantum chemical calculations were performed using the Gaussian 09W program. Parameters such as ionization potential, electron affinity, electronegativity, chemical hardness, chemical softness, dipole moment, and electrophilicity index were obtained. The lipophilicity properties represented by logP parameter was also discussed. This study provides a comprehensive evaluation of the antimicrobial and cytotoxic activity of six phenolic acids, compounds deliberately selected due to their chemical structure. They are derivatives of benzoic or cinnamic acids with the increasing number of hydroxyl groups in the aromatic ring. The integration of experimental and computational methodologies provides a knowledge of the molecular characteristics of bioactive compounds and partial explanation of the relationship between the molecular structure and biological properties. This knowledge aids in guiding the development of bioactive components for use in dietary supplements, functional foods and pharmaceutical drugs.
摘要：
由于其潜在的抗微生物和细胞毒性特性,酚酸仍然获得显著关注。在这项研究中,我们已经研究了六种酚酸的抗菌作用，即绿原，咖啡因，p-coumaric,迷迭香,浓度范围为0.5-500μM的没食子酸和单宁酸，对大肠杆菌和鼠李糖乳杆菌。使用3-(4,5-二甲基噻唑-2-基)-2,5-二苯基四唑溴化物比色测定法评价抗微生物活性。此外,这些酚酸对两种癌细胞系的细胞毒性作用，检测结直肠腺癌Caco-2细胞系和Dukes\C型结直肠腺癌DLD-1细胞系。为了进一步了解这些酚酸的分子性质，使用高斯09W程序进行量子化学计算。参数，如电离电位，电子亲和力，电负性,化学硬度,化学柔软度，偶极矩,获得了亲电性指数。还讨论了logP参数代表的亲脂性。本研究提供了对六种酚酸的抗菌和细胞毒活性的综合评价，由于其化学结构而故意选择的化合物。它们是苯甲酸或肉桂酸的衍生物，芳环中羟基的数量增加。实验和计算方法的整合提供了生物活性化合物的分子特征的知识，并部分解释了分子结构与生物学特性之间的关系。这些知识有助于指导用于膳食补充剂的生物活性成分的开发，功能性食品和药物。
