PDF(Pubmed)
Abstract：
The biological activities of hesperidin-related compounds, such as hesperetin laurate (HTL), hesperetin (HT), hesperidin (HD), and hesperidin glucoside (HDG), were investigated in vitro. The compounds showed different hydrophobicities, and the octanol-water partition coefficient log P were 7.28 ± 0.06 for HTL, 2.59 ± 0.04 for HT, 2.13 ± 0.03 for HD, and -3.45 ± 0.06 for HDG, respectively. In the DPPH assay and β-carotene bleaching assay to determine antioxidant capacity, all compounds tested showed antioxidant activity in a concentration-dependent manner, although to varying degrees. HTL and HT showed similarly high activities compared to HD or HDG. HD and HDG did not show a significant difference despite the difference in solubility between the two. Cytotoxicity was high; in the order of hydrophobicity-HTL > HT > HD > HDL in keratinocyte HaCaT cells. All compounds tested showed reducing effects on cellular inflammatory mediators and cytokines induced by UV irradiation. However, HTL and HT effectively reduced nitric oxide (NO), tumor necrosis factor α (TNF-α), and interleukin-6 (IL-6) levels compared to HD and HDG. The inhibitory effects of hesperidin-related compounds on skin-resident microorganisms were evaluated by measuring minimum inhibitory concentration (MIC). HTL showed the highest inhibitory effects against Staphylococcus aureus, Cutibacterium acnes, Candida albicans, and Malassezia furfur, followed by HT, while HD and HDF showed little effect. In conclusion, the hydrophobicity of hesperidin-related compounds was estimated to be important for biological activity in vitro, as was the presence or absence of the sugar moiety.
摘要：
橙皮苷相关化合物的生物活性，如橙皮素月桂酸酯(HTL)，橙皮素（HT），橙皮苷（HD），和橙皮苷葡萄糖苷（HDG），进行了体外研究。这些化合物表现出不同的疏水性，HTL的辛醇-水分配系数logP为7.28±0.06，HT为2.59±0.04，HD为2.13±0.03，HDG为-3.45±0.06，分别。在DPPH测定法和β-胡萝卜素漂白测定法中确定抗氧化能力，所有测试的化合物都以浓度依赖的方式显示出抗氧化活性，虽然程度不同。与HD或HDG相比，HTL和HT显示出类似的高活性。HD和HDG没有显示出显著差异,尽管两者之间的溶解度不同。细胞毒性高；角质形成细胞HaCaT细胞的疏水性顺序为HTL>HT>HD>HDL。所有测试的化合物都显示出对UV照射诱导的细胞炎症介质和细胞因子的降低作用。然而,HTL和HT有效降低一氧化氮（NO），肿瘤坏死因子α(TNF-α),和白细胞介素-6（IL-6）水平与HD和HDG相比。通过测量最小抑制浓度（MIC）来评估橙皮苷相关化合物对皮肤常驻微生物的抑制作用。HTL对金黄色葡萄球菌的抑制作用最高，粉刺杆菌,白色念珠菌,和糠马拉色菌,其次是HT，而HD和HDF效果不大。总之,据估计，橙皮苷相关化合物的疏水性对体外生物活性很重要，糖部分的存在或不存在。
