CAS: 1453-93-6; (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-((R)-2-Hydroxy-6-Methylhept-5-En-2-yl)-4,4,8,10,14-Pentamethylhexadecahydro-1H-Cyclopenta[a]Phenanthrene-3,6,12-Triol

该化合物是来自Panax 人参的天然化合物,其特征是抗炎和抗氧化特性,在治疗各种疾病方面表现出潜在的治疗用途.该化合物的具体立体化学有助于其功效,为药用提供了有针对性的方法.

结构式图片

上下游产品

ginsenoside Rf 1ginsenoside Rh11ginsenoside Rh1

合成工艺路线路线简述

  • 52286-74-5 + 80952-72-3 = 1453-93-6 + 34080-08-5 + 80952-71-2 + 63223-86-9
    反应条件:1.1 Reagents: Sodium Solvents: 1-Butanol
    标题:Alkaline Cleavage Of Ginsenosides
    作者:Chen,Yingjie; Et Al
    参考文献:Chemical & Pharmaceutical Bulletin 日期:1987 卷标:35(4) 页码:1653-5
人参皂甙re置于sodium Hydroxide体系中,用 1,2-丙二醇 用作溶剂,化学反应生成原人参三醇
参考文献:20(S)‐protopanaxatriol Inhibited D‐galactose‐induced Brain Aging In Mice Via Promoting Mitochondrial Autophagy Flow
标题:20(S)‐protopanaxatriol Inhibited D‐galactose‐induced Brain Aging In Mice Via Promoting Mitochondrial Autophagy Flow
摘要:摘要 以前的报道证实,从人参中提取的皂甙(人参皂甙)具有明显的增强记忆和抗衰老作用.人参皂苷结构越简单,生物活性越强.本研究旨在通过建立d-半乳糖(d-Gal)诱导的小鼠亚急性脑衰老模型,探讨20(S)-原人参三醇(20(S)-Protopanaxatriol,Ppt)的治疗作用及其分子机制.结果表明,Ppt(10 毫克/千克和 20 毫克/千克)治疗 4 周可显著恢复 D-半乳糖(800 毫克/千克,治疗 8 周)诱导的小鼠记忆功能受损,胆碱功能障碍和氧化还原系统失衡.同时,Ppt 还能明显减轻 D-Gal 暴露引起的组织病理变化.此外,Ppt 还能增加 Tfeb/lamp2 蛋白表达,促进线粒体自噬流.重要的是,分子对接结果显示,Ppt与lamp2和tfeb具有非常好的结合能力,这表明tfeb/lamp2可能在ppt缓解d-Gal引起的脑衰老中发挥重要作用.
Doi:10.1002/ptr.7779

海关参考信息

专利信息


专利号:US-9976167-B2
优先权日:2012-12-06
标题:Group of glycosyltransferases and use thereof
发明人:ZHOU ZHIHUA; YAN XING; FAN YUN; WANG PINGPING; WEI YONGJUN; WEI WEI; ZHANG JUN
权利人:SHANGHAI INST BIOLOGICAL SCIENCES CAS
摘要:Provided are the use of glycosyltransferases gGT25, gGT13, gGT30, gGT25-1, gGT25-3, gGT25-5, gGT29, gGT29-3, gGT29-4, gGT29-5, gGT29-6, gGT29-7, 3GT1, 3GT2, 3GT3, 3GT4 and derived polypeptides therefrom in the catalyzed glycosylation of terpenoid compounds and the synthesis of new saponins, wherein the glycosyltransferases can specifically and efficiently catalyze tetracyclic triterpenoid compound substrates at positions C-20 and/or C-6 and/or C-3 during hydroxyl glycosylation, and/or transfer the glycosyl from a glycosyl donor to the first glycosyl of the tetracyclic triterpenoid compounds at position C-3, so as to extend the sugar chain. The glycosyltransferases can also be used for constructing man-made synthetic rare ginsenosides and a variety of new ginsenosides and derivatives thereof.

专利号:CN-114836398-A
优先权日:2022-06-06
标题 :Application of glycosyltransferase mutants in the directed synthesis of unnatural ginsenosides

专利号:CN-114836398-B
优先权日:2022-06-06
标 题:Application of Glycosyltransferase Mutants in Directed Synthesis of Unnatural Ginsenosides

专利号:CN-118291574-A
优先权日:2024-04-09
标 题 :A glycosyltransferase mutant and a method for catalyzing the synthesis of ginsenoside Rh2

专利号:WO-2009105123-A1
优先权日:2008-02-22
标 题:Compounds, compositions and methods for treating or preventing diseases
发明人:DANISHEFSKY SAMUEL J; CHOU TING-CHAO; LEI XIAOGUANG
权利人:UNIV COLUMBIA; DANISHEFSKY SAMUEL J; CHOU TING-CHAO; LEI XIAOGUANG
摘要:The present invention provides compounds of Formula (I), compositions comprising an effective amount of a Compound of Formula (I), optionally with a tubulin-binding drug, methods of their use for treating or preventing cancer or a neurotrophic disorder, inducing a chemoprotective phase II enzyme, DNA, or protein synthesis, enhancing the immune system, and methods for making Compounds of the invention.

专利号:CN-102336800-A
优先权日:2011-07-22
标 题:A kind of synthesis method of protopanaxatriol ginsenosides and analogues connected with sugar at 20-position
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合成参考文献


摘要:Popov AM. [Comparative study of cytotoxic and hemolytic effects of triterpenoids isolated from Ginseng and Sea cucumber]. Izv Akad Nauk Ser Biol. 2002 Mar;(2):155–64.
参考文献:10.1007/bf02975095
摘要:Bae EA, Han MJ, Baek NI, Kim DH. In vitro anti-Helicobacter pylori activity of panaxytriol isolated from ginseng. Arch Pharm Res. 2001 Aug;24(4):297–9. doi: 10.1007/bf02975095.
参考文献:10.1002/bit.21829
摘要:Yue CJ, Zhou X, Zhong JJ. Protopanaxadiol 6-hydroxylase and its role in regulating the ginsenoside heterogeneity in Panax notoginseng cells. Biotechnol Bioeng. 2008 Aug 01;100(5):933–40. doi: 10.1002/bit.21829.
参考文献:10.1186/1749-8546-6-19
摘要:Li X, Lui CN, Jiang Z, Ken YK. Neuroprotective effects of ginsenosides Rh1 and Rg2 on neuronal cells. Chinese Medicine. 2011 May 19;6(1):19. doi: 10.1186/1749-8546-6-19.
参考文献:10.1007/s00216-012-6582-6
摘要:Yuk J, McIntyre KL, Fischer C, Hicks J, Colson KL, Lui E, Brown D, Arnason JT. Distinguishing Ontario ginseng landraces and ginseng species using NMR-based metabolomics. Analytical and Bioanalytical Chemistry. 2012 Dec 19;405(13):4499–509. doi: 10.1007/s00216-012-6582-6.
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