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原儿茶醛

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Result and Conclusion: Macr oporous resins D301 can be used in the process of adsorbing and purifying active compounds of danshensu and protocatechualdehyde, and increase the amount of act ive compounds in water extracts.

结果 :D301树脂能够有效的吸附丹参素和原儿茶醛。结论:采用D301树脂可以作为改进分离纯化工艺,去除杂质,提高粗提物中有效成分含量。

To further study the chemical constitutes of lipophilic active parts, we prepared Alc95% and Alc50% according to original literature. 20 compounds were isolated by using macroporous resin, silica gel, polyamide, Sephadex LH-20, Rp-18, preparative TLC and preparative HPLC chromato-graphy. The structures of them were elucidated by means of physical and chemical properties, modern spectroscopic analysis techniques—UV、IR、 EI/MS、ESI/MS、〓H-NMR、〓C-NMR、DEPT、HMQC、HMBC. They are nine anthraquinones: chrysophanol (95-1), physcion (95-2), emodin (95-5), aloemodin (95-7), rhein (50-1), sennoside A or B (50-6),ω-hydroxylemodin (95-10), chrysophanol-8-0-β-D-glucoside (95-12), aloemodin-ω-0-β-D-glucoside (95-13); three phenanthaquinones: tanshinone ⅡA (95-3), cryptotanshinone (95-6), tanshinone Ⅰ(95-4); one isoflavone: 7, 3'-dihydroxyl-5' methoxyisoflavone (95-14) and protocaechuic aldehyde (95-9), protocaechuic acid (95-11), astragaloside Ⅳ(50-4), amygdalin (50-5), 2, 3, 5, 4'-tetrahydroxylstilbene-2-0-β-D-glucoside (50-3),-catechin (50-2), cinnamic acid (95-8). Among them, 3'-dihydroxyl-5' methoxyisoflavone (95-14) is a new compound.

经过溶剂萃取、大孔吸附树脂富集、Sephadex LH-20精制、制备TLC及Semi-pre HPLC等手段从中分离了20个化合物,利用理化性质和波谱技术(UV、IR、EI/MS、ESI/MS、〓H-NMR、〓C-NMR、DEPT、HMQC、HMBC)相结合鉴定了它们的结构,分别为9种蒽醌类化合物:大黄酚,大黄素甲醚,大黄素,芦荟大黄素,大黄酸,番泻苷A或B,ω-羟基大黄素(ω-hydroxylemodin),大黄酚-8-0-β-D-葡萄糖苷(chrysophanol-8-0-β-D-glucoside),芦荟大黄素-ω-0-β-D-葡萄糖苷(aloemodin-ω-0-β-D-glucoside);3种菲醌类化合物:丹参酮ⅡA(tanshinoneⅡA),隐丹参酮,丹参酮Ⅰ(tanshinone Ⅰ);1种异黄酮:7,3'-二羟基-5'-甲氧基异黄酮(7,3'-dihydroxy-5' methoxyisofla-vone)以及原儿茶醛,原儿茶酸,黄芪甲苷(astragaloside Ⅳ),苦杏仁苷,2,3,5,4'-四羟基二苯乙烯-2-0-β-D-葡萄糖苷(2,3,5,4'-tetrahydroxylstilbene-2-O-β-D-g1ucoside),Z—儿茶素,桂皮酸。

The safety of the Prescription was comfirmed by 〓Ca determination of transmembrane inflow. The tablet procedure was studied in such aspects, i. e. compressing method, the category and ammount of HPMC, binder and malactic with monofactorial test. Then Compound Danshen Sustained-release Tablet was made, which can release composition 12 hours continuously.

在缓释剂型研究实验中,采用钙拮抗作用确定了有效部位配比处方安全有效,采用丹参素和原儿茶醛的体外释放度作为评价指标,运用单因素方法筛选确定了亲水凝胶骨架片的压片方法、凝胶骨架材料种类与用量、粘合剂的种类、润滑剂的种类,优化形成了复方丹参缓释制剂处方,制成了l天2片缓释12h的复方丹参缓释片。

Based on relative literatures,this part has included five resesearch aspects as below.1 Fifteen compounds were isolated and purified by extraction,column chromatography,and their structures were determined on the basis of spectral analysis: acteoside(Ⅰ-1),isoacteoside(Ⅰ-2),crenatoside(Ⅰ-3),cistanoside F(Ⅰ-4),sinapoyl-4-O-β-D-glucoside(Ⅰ-5),adenosine(Ⅰ-6),β-siterol(Ⅰ-7),oleanic acid(Ⅰ-8), succinic acid(Ⅰ-9),caffeic acid(Ⅰ-10),protocatechuic aldehyde(Ⅰ-11),p-hydro xybenzyl alcohol(Ⅰ-12),β-daucosterol(Ⅰ-13),D-galacitol(Ⅰ-14),D-mannitol(Ⅰ-15).Ⅰ-4~15 were obtained from this plant for the first time,andⅠ-6,7,9,and 13 were isolated from Orobanche genus for the first time.2 The scavenging test of DPPH showed that most compounds have comparative antioxidant activity as L-ascorbic acid and part of them show better activity such as the O.coerulescens extract and phenylethanoid glycosides.Acteoside showed potent free radical scavenging effects with a median inhibition concentration of 25.6μg/ml.3 The anti-HBV activities of acteoside,isoacteoside and crenatoside were measured,and all of them showed suppressive activity on the expression of HBsAg and HBeAg in the HepG2.2.15 cell line.

本论文在文献调研基础上对紫花列当化学成分及生物活性进行了研究,并从免疫抗病毒角度探讨紫花列当中特征性成分类叶升麻苷的肝保护作用及其机制。1采用大孔树脂、硅胶和Sephadex LH-20等色谱技术对紫花列当进行系统的植物化学研究,从中分离得到19个化合物,利用UV和NMR等波谱手段及理化性质鉴定了其中的15个化合物,分别为类叶升麻苷(Ⅰ-1)、异类叶升麻苷(Ⅰ-2)、crenatoside(Ⅰ-3)、cistanoside F(Ⅰ-4)、sinapoyl-4-O-β-D-glucoside(Ⅰ-5)、腺苷(Ⅰ-6)、β-谷甾醇(Ⅰ-7)、齐墩果酸(Ⅰ-8)、琥珀酸(Ⅰ-9)、咖啡酸(Ⅰ-10)、原儿茶醛(Ⅰ-11)、对羟甲基苯甲酸(Ⅰ-12)、β-胡萝卜苷(Ⅰ-13)、D-半乳糖醇(Ⅰ-14)和甘露醇(Ⅰ-15除化合物Ⅰ-1、Ⅰ-2和Ⅰ-3外,其余化合物均为首次从该植物中分离得到。2)通过大孔树脂富集该药材有效部位苯乙醇总苷,并采用HPLC测得其所含特征性成分类叶升麻苷的含量可达80%以上。3DPPH自由基清除试验显示紫花列当提取物及其所含的苯乙醇苷类化合物均具有较好的抗氧化能力,其清除DPPH自由基能力接近于抗坏血酸。4采用卡介苗整体致敏、脂多糖离体攻击构建大鼠原代肝细胞免疫性损伤模型,在体外观察类叶升麻苷的保肝作用。

Objective To establish a HPLC method for the quantitative determination of tanshinol sodium and protocatechualdehyde in Danxiang Guanxin for injection.

目的建立用HPLC法测定注射用丹香冠心中丹参素钠和原儿茶醛含量的方法。

Results The content of Salvianolic acid B decreased with decocting time passing by,while the content of tanshinol and protocatechualdehyde increased.

结果随着煎煮时间的延长,丹参中的主要水溶性有效成分丹酚酸B的含量会而逐步降低;而同时,丹参素和原儿茶醛的含量则持续增加。

The in vitro release of the resultant products was studied by evaluating the marker of protocatechualdehyde at 312 nm using high efficiency liquid chromatography.

原儿茶醛为检测标志物,高效液相色谱法测定312 nm处物质浓度,以了解体外释放情况。

Results:The contents of tanshinoneⅡA and protocatechuic aldehyde in alcoholic extract of raw products were the most.

结果:丹参酮ⅡA和原儿茶醛以生品醇提最高;丹参酮ⅡA以其生品水提最低,而原儿茶醛以白酒炙后水提最低。

Results There were almost no changes in pH and the contents of danshensu、protocatechuic aldehyde in compatible solution within 6 hours.

结果注射用丹参与0.9%氯化钠注射液、5%葡萄糖注射液配伍后溶液6h内pH值变化较小;配伍液不溶性微粒数远远高于原注射液的不溶性微粒数(P.01);主要成分丹参素钠和原儿茶醛的含量基本无变化。

In chapter 6, a simple and rapid method for the simultaneous determination of three water-soluble compounds,β(3, 4-dihydroxyphenyl) lactic acid, protocatechuic acid and protocatechuic aldehyde, in radix Salviae Miltiorrhiza injection was firstly developed.

在第六章,我们首次建立了一种简单的、快速的同时测定丹参注射液中三种水溶性化合物丹参素、原儿茶酚和原儿茶醛的毛细管区带电泳法。

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