Sahin Dicle, Kepekci Remziye Aysun, Türkmenoğlu Burçin, Akkoc Senem
Department of Pharmaceutical Research and Development, Institute of Health Sciences, Suleyman Demirel University, Isparta, Türkiye.
Department of Biology, Faculty of Science, Gaziantep University, Gaziantep, Türkiye.
J Biomol Struct Dyn. 2025 Apr;43(7):3375-3389. doi: 10.1080/07391102.2023.2297813. Epub 2023 Dec 26.
Three new thymol-based molecules were synthesized and evaluated as anticancer, antimicrobial and antioxidant agents. Liver, colon, lung and prostate cancer cell lines were utilized in cytotoxicity tests. The results demonstrated that synthesized molecules had a cytotoxic effect against the screened cell lines. One of the molecules () was found to have a higher efficacy towards the colon cancer cell line (DLD-1) with an IC value of 12.39 µM and the other () towards the prostate cancer cell line (PC3) with an IC value of 7.67 µM than the positive control drug cisplatin. To assess the antimicrobial activity of molecules (), Gram-positive bacteria, Gram-negative bacteria and yeast were subjected to agar disc diffusion and broth microdilution assays. The investigation of antioxidant potential was conducted using the DPPH radical scavenging activity assay. While all compounds displayed strong cytotoxic and antioxidant properties, they exhibited only moderate antimicrobial activity. Molecular docking studies were performed on epidermal growth factor receptor (EGFR), vascular endothelial growth factor receptor 2 (VEGFR-2), focal adhesion kinase (FAK), B-Raf and phosphoinositide 3-kinase (PI3K). The binding energies and interactions obtained from the docking results of compounds () supported the experimental results. Drug similarity rates and pharmacokinetic properties were analyzed with the absorption, distribution, metabolism and excretion (ADME) method. Geometric parameters such as chemical potential (µ), electrophilicity index (ω) and chemical softness (σ) of compounds () were calculated using the 6-31*G basis set B3LYP method.
合成了三种新的百里香酚基分子，并对其作为抗癌、抗菌和抗氧化剂进行了评估。在细胞毒性试验中使用了肝癌、结肠癌、肺癌和前列腺癌细胞系。结果表明，合成的分子对所筛选的细胞系具有细胞毒性作用。发现其中一种分子（）对结肠癌细胞系（DLD-1）具有更高的疗效，IC值为12.39 μM，另一种分子（）对前列腺癌细胞系（PC3）的IC值为7.67 μM，比阳性对照药物顺铂的疗效更高。为了评估分子（）的抗菌活性，对革兰氏阳性菌、革兰氏阴性菌和酵母进行了琼脂平板扩散和肉汤微量稀释试验。使用DPPH自由基清除活性试验对抗氧化潜力进行了研究。虽然所有化合物都表现出很强的细胞毒性和抗氧化特性，但它们仅表现出中等的抗菌活性。对表皮生长因子受体（EGFR）、血管内皮生长因子受体2（VEGFR-2）、粘着斑激酶（FAK）、B-Raf和磷酸肌醇3-激酶（PI3K）进行了分子对接研究。从化合物（）的对接结果获得的结合能和相互作用支持了实验结果。用吸收、分布、代谢和排泄（ADME）方法分析了药物相似率和药代动力学性质。使用6-31*G基组B3LYP方法计算了化合物（）的几何参数，如化学势（µ）、亲电性指数（ω）和化学软度（σ）。
