Dihedral angle study in Hesperidin using NMR Spectroscopy

Hesperidin is flavonoid molecule found in citrus fruits (Citrus reticulata), especially difficult to extract, classify and characterize. Present work is to study the unresolved relative configuration of Hesperidin through the dihedral angle, coupling constant and different NMR techniques. The Karplus equation and its modifications have been originated from the valence bond theory and associated with dihedral angle and coupling constant. The result data set of calculated dihedral angle can probe significant method to assign the virtual configuration of natural products and also resolved stereochemistry of Hesperidin at C‐2 position in. Copyright © 2016 John Wiley & Sons, Ltd.     

Identification of key genes of hesperidin in inhibition of breast cancer stem cells by functional network analysis

Breast cancer therapy with classical chemotherapy is unable to eradicate breast cancer stem cells (BCSCs). Loss of p53 function causes growth and differentiation in cancer stem cells (CSCs); therefore, p53-targeted compounds can be developed for BCSCs-targeted drugs. Previously, hesperidin (HES), a citrus flavonoid, showed anticancer activities and increased efficacy of chemotherapy in several types of cancer in vitro and in vivo. This study was aimed to explore the key protein and molecular mechanism of hesperidin in the inhibition of BCSCs using bioinformatics and in vitro study. Bioinformatics analysis revealed about 75 potential therapeutic target proteins of HES in BCSCs (TH), in which TP53 was the only direct target protein (DTP) with a high degree score. Furthermore, the results of GO enrichment analysis showed that TH was taken part in the biological process of regulation of apoptosis and cell cycle. The KEGG pathway enrichment analysis also showed that TH is involved in several pathways, including cell cycle, p53 signaling pathway. In vitro experiment results showed that HES inhibited cell proliferation, mammosphere, and a colony formation, and migration in on MCF-7 3D cells (mammospheres). HES induced G0/G1 cell cycle arrest and apoptosis in MCF-7 cells 3D. In addition, HES treatment reduced the mRNA level of p21 but increased the mRNA level of cyclin D1 and p53 in the mammosphere. HES inhibits BCSCs in mammospheres. More importantly, this study highlighted p53 as a key protein in inhibition of BCSCs by HES. Future studies on the molecular mechanism are needed to validate the results of this study.     

桔皮苷与牛血清白蛋白相互作用的研究

运用荧光光谱、紫外光谱法研究了桔皮苷与牛血清白蛋白(BSA)的相互作用。桔皮苷分子与BSA作用导致BSA内源荧光猝灭,猝灭机理主要为静态猝灭,并存在非辐射能量转移。测定了不同温度下该反应的结合常数、结合位点数及结合热力学参数。结果表明:桔皮苷与BSA之间主要为氢键或范德华作用力,作用过程是一个熵增加、自由能降低的自发分子间作用过程;测得了供体与受体间结合距离r和能量转移效率E;并用同步荧光技术考察了桔皮苷对BSA构象的影响。     

二氯氧锆比色法测定陈皮中的总黄酮

建立陈皮中总黄酮的含量测定方法,以控制其质量.以橙皮苷为对照品,采用ZrOCl2比色法测定陈皮中总黄酮的含量,测定波长为312.5nm.在浓度0.0044-0.022mg/mL范围内,吸光度与浓度呈良好的线性关系（r-0.9999）,平均回收率为100.69％,RSD为1.64％（n=6）.本法操作简单,具有良好的稳定性和重现性,适用于陈皮中总黄酮的含量测定和评价.     

Modulating effect of graphine oxide loaded hesperidin nanocomposite on the 1,2-dimethylhydrazine provoked colon carcinogenesis in rats via inhibiting the iNOS and COX-2 pathways

Hesperidin is a flavonoid derived from citrus plant peels. It have convinced biological actions, which includes antioxidant possessions, anti-inflammatory outcome, and thus we investigate that hesperidin will encompass chemopreventive probable next to 1,2-dimethylhydrazine (DMH)-provoked experimental colon carcinogenesis in male Wistar rats. Rats were randomly alienated into six groups. Group I rats were considered as control. Group II rats received only DMH. Groups III&IV animals received 20 mg/kg b.w of DMH subcutaneous one time a week, for initial 4 weeks. In adding, groups III & IV animals given DMH along with hesperidin at the dose of 5&10 mg/kg b.w., correspondingly for about 16 weeks. In present study we optimized hesperidin loaded with graphine oxide as a result achieved and was itemized and illustrated by UV Visible spectroscopy (876.25 nm), X-Ray diffraction, Fourier Transform Infrared Spectroscopy and Dynamic light scattering (45.50 nm). Hesperidin to the DMH induced rats drastically diminished the incidence of polyps as contrast to the DMH alone animals. Additionally in hesperidin management over DMH exposed experimental rats, we observed elevated actions of the oxidation inhibitors and diminished planes of LPO in liver and passage along with improved stage of lipids and antioxidants in colon tissues, which be distorted in the DMH unaided rats. Moreover, we experiential tainted actions of Interleukins, tumor necrosis factor and bioactive enzymes in DMH only rats, which are upturned in hesperidin treatment. All remarks are sustained in our histological conclusion. Ultimately, hesperidin might worned as effectual chemopreventive agent adjacent to DMH tempted colon cancer.     

荧光光谱法研究橙皮苷与牛血清白蛋白相互作用特征

研究了不同温度下,橙皮苷与牛血清白蛋白作用的荧光猝灭光谱、三维荧光光谱和同步荧光光谱特征。证实了橙皮苷与牛血清白蛋白间的相互作用为单一的动态猝灭过程,求出了不同温度下的猝灭常数。根据Frster非辐射能量转移理论,计算出橙皮苷在蛋白质中的结合位置与212位色氨酸残基间的距离为3.29 nm。由求得的热力学参数,证明了橙皮苷与牛血清白蛋白之间主要靠疏水作用力结合。用三维荧光光谱及同步荧光光谱技术探讨了橙皮苷对牛血清白蛋白构象的影响。     

橙皮中橙皮苷的分光光度法测定

建立了分光光度测定橙皮中橙皮苷含量的简便方法。橙皮苷和Al(NO3)3水溶液反应后生成的络合物在420nm处有最大吸收,在0—100μg/mL的浓度范围内吸光度具有良好的线性关系。可用于分光光度测定橙皮中橙皮苷。方法简单、快速,具有处理量大的优点。     

流动注射双安培法测定橙皮甙

基于橙皮甙的不可逆氧化和氧化铂的不可逆还原体系构成了双安培法直接检测橙皮甙的新方法。在外加电压为0.2 V时,通过偶合橙皮甙在一支电极上的氧化和氧化铂在另一支电极上的还原两个不可逆电极过程,构成流动注射双安培检测体系。在pH 8.95的B-R缓冲溶液中,测得橙皮甙的氧化电流与其浓度在6.0×10-6~8.0×10-4mol/L范围内呈良好的线性关系(r=0.9997,n=11),检出限为1.0×10-6mol/L。连续30次测定6.0×10-4mol/L橙皮甙,其峰电流相对标准偏差(RSD)为3.2%,常用药物赋形剂和无机离子均不干扰橙皮甙的测定。方法已用于江中健胃消食片中橙皮甙含量的测定。     

Solution thermodynamics and preferential solvation of hesperidin in aqueous cosolvent mixtures of ethanol,isopropanol, propylene glycol,and n-propanol

The solubility of hesperidin in some {cosolvent (1) + water (2)} mixtures expressed in mole fraction at temperatures from 293.15 K to 333.15 K reported by Xu et al. has been used to calculate the apparent thermodynamic functions, Gibbs energy, enthalpy, and entropy, of the dissolution processes by means of the van’t Hoff and Gibbs equations. Non-linear enthalpy–entropy relationships were observed for this drug in the plots of enthalpy vs. Gibbs energy of dissolution with positive or negative slopes regarding mixtures composition and/or cosolvent. Moreover, the preferential solvation of hesperidin by the cosolvents was analysed by using the inverse Kirkwood–Buff integrals observing that this drug is preferentially solvated by water in water-rich but preferentially solvated by cosolvents in mixtures 0.20 (or 0.24) ≤ x₁° ≤ 1.00. Furthermore, a new mathematical model was proposed for correlating/predicting the solubility of hesperidin in binary solvent mixtures at various temperatures.     

反相高效液相色谱法同时测定柚皮中柚皮甙和橙皮甙的含量

采用反相高效液相色谱法同时测定柚皮中柚皮甙和橙皮甙的含量。色谱条件:μ-BondapakC18柱(250mm×4.6mm,5μm),流动相为甲醇-0.5%乙酸溶液(V/V=38/62);流速为0.8mL·min-1;检测波长为283nm,柱温为25℃。柚皮甙和橙皮甙的线性范围分别为20-60mg·L-1和10-30mg·L-1。柚皮甙和橙皮甙的平均回收率分别为99.3%和97.8%。该方法具有快速,结果准确等优点。