Abstract：
The antioxidant, anti-inflammatory and antibacterial activities of hesperetin, hesperidin and hesperidin glucoside with different solubility were compared in vitro. Hesperetin was prepared by enzymatic hydrolysis from hesperidin, and hesperidin glucoside composed of hesperidin mono-glucoside was prepared from hesperidin through enzymatic transglycosylation. Solubility of the compounds was different: the partition coefficient (log P) was 2.85 ± 0.02 for hesperetin, 2.01 ± 0.02 for hesperidin, and -3.04 ± 0.03 for hesperidin glucoside. Hesperetin showed a higher effect than hesperidin and hesperidin glucoside on radical scavenging activity in antioxidant assays, while hesperidin and hesperidin glucoside showed similar activity. Cytotoxicity was low in the order of hesperidin glucoside, hesperidin, and hesperetin in murine macrophage RAW264.7 cells. Treatment of the cells with each compound reduced the levels of inflammatory mediators, nitric oxide (NO), prostaglandin E2 (PGE2), tumor necrosis factor alpha (TNF-α) and interleukin-6 (IL-6). Hesperetin was most effective at relatively low concentrations, however, hesperidin glucoside was also effective at higher concentration. Hesperetin showed higher antibacterial activity than hesperidin in both Gram-positive and -negative bacteria, and hesperidin glucoside showed similarly higher activity with hesperetin depending on the bacterial strain. In conclusion, hesperetin in the form of aglycone showed more potent biological activity than hesperidin and hesperidin glucoside. However, hesperidin glucoside, the highly soluble form, has been shown to increase the activity compared to poorly soluble hesperidin.
摘要：
抗氧化剂，橙皮素的抗炎和抗菌活性，对不同溶解度的橙皮苷和橙皮苷进行了体外比较。橙皮素是由橙皮苷通过酶水解制备的，以橙皮苷为原料，通过酶促糖基化制备了由橙皮苷单葡萄糖苷组成的橙皮苷。化合物的溶解度不同：橙皮素的分配系数（logP）为2.85±0.02，橙皮苷2.01±0.02，橙皮苷葡萄糖苷为-3.04±0.03。橙皮素比橙皮苷和橙皮苷葡萄糖苷在抗氧化试验中对自由基清除活性具有更高的作用，而橙皮苷和橙皮苷显示出相似的活性。细胞毒性按照橙皮苷葡萄糖苷的顺序低，橙皮苷,和橙皮素在小鼠巨噬细胞RAW264.7细胞中的作用。用每种化合物处理细胞可降低炎症介质的水平，一氧化氮（NO），前列腺素E2（PGE2），肿瘤坏死因子α（TNF-α）和白细胞介素6（IL-6）。橙皮素在相对较低的浓度下最有效，然而,橙皮苷葡萄糖苷在较高浓度下也有效。在革兰氏阳性和阴性细菌中，橙皮素比橙皮苷显示出更高的抗菌活性，橙皮苷葡糖苷与橙皮素显示出相似的更高的活性，这取决于细菌菌株。总之,与橙皮苷和橙皮苷葡萄糖苷相比，糖苷配基形式的橙皮苷显示出更强的生物活性。然而,橙皮苷葡萄糖苷，高度可溶的形式，已显示与难溶性橙皮苷相比增加活性。
