Key Laboratory of Organo-Pharmaceutical Chemistry of Jiangxi Province, Gannan Normal University, Ganzhou 341000, China.
Molecules. 2022 Jan 27;27(3):879. doi: 10.3390/molecules27030879.
Hesperetin is a class of natural products with a wide range of sources and remarkable biological activities. In this study, we described the synthesis of a series of novel hesperetin derivatives and evaluated the in vitro antioxidant and antitumor activity of these compounds. Eleven novel compounds were synthesized in moderate yields. The compounds synthesized in this work exhibited antioxidant activities against DPPH and ABTS free radicals in a dose-dependent manner. Among them, compound had the best antioxidant activity, with IC of 1.2 μM and 24 μM for DPPH and ABTS, respectively. The antitumor activity of the compounds against human cancer cell lines, such as breast MCF-7, liver HepG2, and cervical Hela, was determined by a standard 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2--tetrazolium bromide (MTT) assay. Three compounds had moderate IC values. Interestingly, compound had better biological activity than hesperetin, which matches the prediction by Maestro from Schrödinger. Therefore, the new hesperidin derivative is a promising drug for the treatment of cancer due to its effective antitumor activity. The results also suggested that the antitumor activities of hesperetin derivatives may be related to their antioxidant activities.
橙皮素是一类具有广泛来源和显著生物活性的天然产物。在本研究中，我们描述了一系列新型橙皮素衍生物的合成，并评估了这些化合物的体外抗氧化和抗肿瘤活性。合成了 11 种新型化合物，产率中等。所合成的化合物在剂量依赖性方式下对 DPPH 和 ABTS 自由基表现出抗氧化活性。其中，化合物 具有最佳的抗氧化活性，对 DPPH 和 ABTS 的 IC 分别为 1.2 μM 和 24 μM。通过标准的 3-(4,5-二甲基-2-噻唑基)-2,5-二苯基-2-H-四唑溴盐（MTT）测定法，测定了化合物对人癌细胞系（如乳腺癌 MCF-7、肝癌 HepG2 和宫颈癌 Hela）的抗肿瘤活性。三种化合物具有中等的 IC 值。有趣的是，化合物 的生物活性优于橙皮素，这与 Schrödinger 公司的 Maestro 的预测相符。因此，由于其有效的抗肿瘤活性，新型橙皮苷衍生物有望成为治疗癌症的药物。研究结果还表明，橙皮素衍生物的抗肿瘤活性可能与其抗氧化活性有关。
