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槲皮素

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A microcolumn high performance liquid chromatography method for the determination of polyphenols (chlorogenic acid, quercitrin 3 glucoside, luteolin 7 glucoside, luteolin 7 galactoside, quercitrin , luteolin) in honeysuckle flower was studied.

研究了用微柱高效液相色谱法测定金银花中的几种多酚类物质(氯原酸、木犀草黄素、木犀草黄素 7 葡萄糖甙、木犀草黄素 7 半乳糖甙、槲皮素槲皮素 3 葡萄糖甙)的方法。

This method is highly sensitive and highly selective and was can be applied to the rutin、quercitrin、quercitrin-3-O-giucoside and quercitrin-3-O-galactose determination in yacon leaves with satisfactory result and also can be used to determine these flavonoids in Chinese herbal medicine and Chinese herbal and crude drugs preparations containing flavonoids.

该方法也可用于含芦丁型黄酮中草药及其制剂中芦丁、槲皮素槲皮素-3-O-葡萄糖苷和槲皮素-3-O-半乳糖苷的检测。

The oxidation mechanism of synephrine was also investigated;(2) The electrochemical behavior of twelve flavonoids (quercetin, morin, fisetin, luteolin, isorhamnetin, myricetin, hyperoside, quercitrin, puerarin, farrerol, naringenin and hesperidin) was investigated. The method for the determination of flavonoids was developed by using different pulse voltammetry, and the detection limit was in the range of 10-7~10-9 mol/L. This method has been successfully employed to determine the total amount of flavonoids in pericarpium citri reticulatae and quercetin in the spiked human blood plasma samples.

2研究了槲皮素、桑色素、漆黄素、木犀草素、异鼠李素、杨梅素、金丝桃甙、槲皮甙、葛根素、杜鹃素、柚皮甙元和橙皮甙等12种黄酮类化合物在玻碳电极上的电化学氧化行为,建立了测定黄酮类化合物的微分脉冲伏安法,检测限可达10~(-7)~10~(-9) mol/L,并用DPV法测定了陈皮中总黄酮含量和模拟血清中的槲皮素,结果较为满意。

On a ZORBAX Stable Bound (2.150 mm, 1.8 m), the rutin、quercitrin、quercitrin-3-O-giucoside and quercitrin-3-O-galactose could be separated completely with 0.05 mol/L potassium dihydrogen phosphate and methanol as mobile phase (40:60,V/V) at a flow rate of 0.3 ml/min and detected with a photodiode array detector .

在色谱柱为ZORBAX Stable Bound (2.150 mm, 1.8 m),流动相为0.05 mol/L的磷酸二氢钾缓冲溶液-甲醇(40:60,V/V),流速为0.3 ml/min,在检测波长为360 nm的色谱条件下,芦丁、槲皮素槲皮素-3-O-葡萄糖苷和槲皮素-3-O-半乳糖苷分离效果好,方法灵敏度高,重现性好,用于测定雪莲果叶中的上述几种黄酮芦丁型黄酮,效果满意。

Their chemical structures were characterizd on the basis of spectral and chemical evidences to be: Sarracenin (1), 2-methyl-5-hydroxy-7-O-ethyl caffeate chromome (2), Naringenin(3), 2-methyl-5, 7-dihydroxychromome (4), 2-methyl-6-hydroxyl-cinnamic acid methyl ester (5), eriodictyol (6), quercetin (7), Naringenin-7-O-β-D-glucoside( 8 ), eriodictyol-7-O-α-D-glucoside (9), quercetin-3-O-β-D-glucoside(10). In addition, one compound was abtained from the n-butanol frationk, which was finally identified as Morrosiside(11) by spectral and chemical evidences.

以波谱数据及其理化性质鉴定为:Sarracenin(1),2-甲基-5-羟基-7-O-咖啡酸乙酯色原酮(2),柚皮素(3),2-甲基-5,7-二羟基色原酮(4),2-甲基-6-羟基苯丙烯酸甲酯(5),圣草酚(6),槲皮素(7),柚皮素-7-O-β-D-葡萄糖苷(Naringenin-7-O-β-D-glucoside)(8),圣草酚-7-O-α-D-葡萄糖苷(eriodictyol-7-O-α-D-glucoside)(9),槲皮素-3-O-β-D-葡萄糖苷(quercetin--3-O-β-D-glucoside)(10);另外从正丁醇萃取部位分离得到1个化合物,以波谱数据和文献对照鉴定为:Morroniside(11)。

On the basis of spectral analysis, these compounds were identified as Kaempferol , Kaempferol-3-O-β-D-glucopyranoside , Kaempferol-3-O-β-D-galactopyranoside, Quercetin , Quercetin-3-O-β-D-arabinopyranoside, Quercetin-3-O-β-D-galactopyranoside, gallic acid, methyl gallate-4-O-β-D- galactopyranoside, caffeicacid, methyl caffeate, 4-cafeoyl-(3"a, 4"a, 5"β)- trihydroxyquinic acid, 3"-cafeoyl-(3"a, 4"P, 5"P )-trihydroxyquinic acid methyl ester, 5"-cafeoyl-galactonic acid , pumiloside, loganic acid , 5R,6S,7E-megastima-3-on-7-en-9-ol 9-O-β-D-glucopyranoside. 2a, 3β-dihydroxy-oleanoic acid , 2a, 3β, 23-trihydroxy-oleanoic acid, 3a, 6a-dihydroxy-oleanoic acid, 3β-hydroxy-ursoic acid, 2a, 3a, 23-trihydroxy-ursoic acid , 2a, 3β, 23-trihydroxy-ursoic acid, 2β, 3β, 19a -trihydroxy-ursoic acid, 2a , 3β, 19a -trihydroxy-ursoic acid-28-O-β-D-glucopyranoside , 2a. 3a, 19a-trihydroxy-ursoic acid-28-O-β-D-glucopyranoside, 2a, 3a, 19a, 23-tetrahydroxy-ursoic acid, 1a, 3a, 19a, 23-tetrahydroxy-ursoic acid-28-O-β-D-glucopyranoside , 3a, 19a, 23-trihydroxy-ursoic acid.

从珙桐中分离鉴定得到了28种化合物,它们分别是:山奈酚,3-O-β-D-吡喃葡萄糖基-山奈酚甙,3-O-β-D-吡喃半乳糖基-山奈酚甙,槲皮素,3-O-β-D-吡喃阿拉伯糖基-槲皮素甙,3-O-β-D-吡喃半乳糖基-槲皮素甙,没食子酸,4-O-β-D-吡喃半乳糖基-没食子酸甲酯,咖啡酸,咖啡酸甲酯,4-咖啡酰基-(3&α,4&α,5&β)-三羟基鸡纳酸,4-咖啡酰基-(3&α,4&β,5&β)-三羟基鸡纳酸甲酯,5'-咖啡酰基-半乳糖酸,pumiloside,loganic acid,5R,6S,7E-megastima-3-on-7-en-9-ol9-O-β-D-glucopyranoside,2α,3β-二羟基齐墩果酸,2α,3β,23-三羟基齐墩果酸,3α,6α-二羟基齐墩果酸,3β-羟基熊果酸,2α,3α,23-三羟基熊果酸,2α,3β,23-三羟基熊果酸,2β,3β,19α-三羟基熊果酸,2β,3β,19α-三羟基熊果酸-28-O-β-D-吡喃葡萄糖甙,2α,3α,19α-三羟基熊果酸-28-O-β-D-吡喃葡萄糖基甙,2α,3α,19α,23-四羟基熊果酸,2α,3α,19α,23-四羟基熊果酸-28-O-β-D-吡喃葡萄糖基甙,3α,19α,23-三羟基熊果酸。

There were no significant differences in contents of quercetin, isoquercitrin and kaempferol in the fronds, and also no significant differences in contents of rutin, quercetin, kaempferol and total flavonoids in the roots of the three plants studied under the same As treatment.

结果表明:在相同As浓度处理条件下,叶片中槲皮素、异槲皮甙和山奈酚的含量不存在显著差;根部芸香苷、槲皮素、山奈酚和总黄酮含量也不存在显著差异。

The results showed that the flavonoid chemicals of resistance to pests mainly including rutin, isoquercitrin and quercetin could be detected and quantitatively analyzed by HPLC.

结果表明,棉花组织中主要抗虫黄酮类化合物(包括异槲皮苷、芸香苷和槲皮素等)能够用HPLC方法检测并进行定量;异槲皮苷、芸香苷和槲皮素的含量均以花瓣中最高,花萼、苞叶和棉铃中较少;棉花生长中后期顶端嫩叶中抗虫黄酮类化合物的含量明显高于苗期。

The study is possible for experimenters to offer theoretic direction while developing new type quercetin metal complex with higher activity antioxidants. At the same time, the study offer theoretical foundation that quercetin can be used as a kind of antidote for superfluous meatal ion in body.

本文通过对槲皮素金属配合物的合成、生物活性及其量子化学的较深入地研究,为进一步寻找高效、低毒的抗氧化性槲皮素配合物提供了一定的参考价值,同时为槲皮素可作为体内过多金属离子的解毒剂提供了依据。

Results:①The amount of human colon carcinoma cell line SW480 treated by quercetin decreased. The morphology of partial SW480 cells was shrunk volume, integrated cell membrane, condensed cytoplasm, pyknotic chromatin, nuclear fragmentation. Apoptotic Corpuscles were found by electron microscope.②MTT colorimetric assay showed quercetin inhibited the growth of human colon carcinoma cell line SW480 in a time- and dose-dependent manner when the concentration of quercetin was 30、60、90μmol/L.③Flow cytometry analysis showed the cell cycle of SW480 cell was restricted in G1/S. G0/G1 phase rate increased and S phase rate decreased with increasing concentration of quercetin and time lasting.④ Zymogram analysis assay showed the secretion of matrix metalloproteinases in human colon carcinoma cell line SW480 treated by quercetin decreased. With increasing concentration of quercetin, the secretion of MMP-2 and MMP-9 decreased.⑤Immunohistochemistry method demonstrated the position expression of Cathepsin-D in SW480 cell was suppressed by quercetin in a time- and dose-dependent manner.

研究结果:经槲皮素处理的人结肠癌SW480细胞数量减少,部分细胞体积缩小,细胞膜完整,胞浆浓缩,核染色质固缩,细胞核碎裂,形成凋亡小体;MTT法检测显示当作用浓度为30μmol/L~90μmol/L时,槲皮素对人结肠癌SW480细胞的生长有抑制作用,其抑制作用随着作用浓度的增加和作用时间的延长而增强;流式细胞学发现槲皮素主要作用于人结肠癌SW480细胞周期的G1/S期,大部分细胞被阻断于S期,随药物浓度的升高和作用时间的延长,G0/G1期细胞比例逐渐增加,S期细胞比例逐渐减少;酶谱分析法检测显示不同浓度的槲皮素能够抑制人结肠癌SW480细胞分泌MMP-2及MMP-9,随浓度的升高,MMP-2及MMP-9的分泌量减少;免疫组织化学法显示不同浓度的槲皮素处理人结肠癌SW480细胞后,Cathepsin-D的表达随药物浓度的升高和作用时间的延长而降低。

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