CAS: 52705-93-8; (2S,3R,4S,5S,6R)-2-(((2R,3R,4S,5S,6R)-4,5-Dihydroxy-2-(((3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-Hydroxy-4,4,8,10,14-Pentamethyl-17-((S)-6-Methyl-2-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-yl)Oxy)Hept-5-En-2-yl)Hexadecahydro-

该化合物是主要在人参中发现的三叶杆菌沙邦素,以其药性为名,是许多人参的活性化合物之一,被认为是有助于人参的健康惠益.金色线的特点是其复杂的分子结构,包括一种具有多种氢氧基组的类固醇脊椎,有助于其溶解性和生物活动.该化合物以其潜在的药理效应而著称,包括抗炎,...

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

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CAS号88140-39-0 6''-malonylgins... | CAS号88140-37-8 malonyl ginseno... | CAS号88140-34-5 malonylginsenos... | CAS号88140-38-9 6''-malonylgins...

合成工艺路线路线简述

  • 68406-26-8 = 52705-93-8 + 39262-14-1 + 80321-63-7 + 62025-49-4 + 80325-22-0
    反应条件:1.1 Catalysts: Ginsenoside Glycosidase Solvents: Water; 120 Min,Ph 5.0,45 °C1.2 Reagents: 1-Butanol Solvents: Water
    标题:Biotransformation Pathway And Kinetics Of The Hydrolysis Of The 3-O- And 20-O-Multi-Glucosides Of Ppd-Type Ginsenosides By Ginsenosidase Type I
    作者:Liu,Chunying; Et Al
    参考文献:Process Biochemistry (Oxford 日期:2014 卷标:49(5) 页码:813-820]

    41753-43-9 = 52705-93-8 + 110261-98-8 + 39262-14-1 + 62025-49-4 + 80321-69-3
    反应条件:1.1 Catalysts: Ginsenoside Glycosidase Solvents: Water; 100 Min,Ph 5.0,45 °C1.2 Reagents: 1-Butanol Solvents: Water
    标题:Biotransformation Pathway And Kinetics Of The Hydrolysis Of The 3-O- And 20-O-Multi-Glucosides Of Ppd-Type Ginsenosides By Ginsenosidase Type I
    作者:Liu,Chunying; Et Al
    参考文献:Process Biochemistry (Oxford 日期:2014 卷标:49(5) 页码:813-820]

    41753-43-9 = 52705-93-8 + 39262-14-1 + 62025-49-4 + 80321-69-3 + 30636-90-9
    反应条件:1.1 Reagents: (+)-Lactose Catalysts: Glucosidase,β- Solvents: Water; 72 H,37 °C
    标题:Enzymatic Transformation Of Ginsenoside Rb1 By Lactobacillus Pentosus Strain 6105 From Kimchi
    作者:Kim,Se-Hwa; Et Al
    参考文献:Journal Of Ginseng Research 日期:2012 卷标:36(3) 页码:291-297
人参皂甙置于水体系中,化学反应 6.0H,反应生成 人参皂苷rd
参考文献:Biotransformation Of The Principal Ginsenosides Of Panax Ginseng Into Minor Glycosides Through The Action Of Bacterium Paenibacillus Sp. Bg134
标题:Biotransformation Of The Principal Ginsenosides Of Panax Ginseng Into Minor Glycosides Through The Action Of Bacterium Paenibacillus Sp. Bg134
摘要:细菌 Paenibacillus Sp. Bg134 能够将主要的 20(S)-原人参二醇皂苷 Rc,Rb2,Rd 和 Rb1 生物转化为相应的次要糖苷 C-Mc1,C-O 和 F-2.与其他几种微生物相比,Paenibacillus Sp. Bg134 的特异性在于它只切割其碳水化合物组分中的末端 C-3 和 C-20 β-D-葡萄糖.
DOI:10.1007/s10600-014-1054-1

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:US-11629162-B2
优先权日:2015-12-17
标 题:Triterpene saponin variants, methods of synthesis and use thereof
发明人:TAN DEREK S; GIN DAVID Y; WALKOWICZ WILLIAM E; FERNANDEZ-TEJADA ALBERTO; RAGUPATHI GOVINDASWAMI
权利人:MEMORIAL SLOAN KETTERING CANCER CENTER
摘要:A number of triterpene saponin variants with different modifications on their central glycosyl ester linkage are described. Also described are methods of making and method of using such triterpene saponin variants.

专利号:EP-3357931-B1
优先权日:2008-04-08
标 题:Methods of synthesis of triterpene prosapogenins and triterpene saponins

专利号:EP-3357931-A1
优先权日:2008-04-08
标 题 :Methods of synthesis of triterpene prosapogenins and triterpene saponins

专利号:US-9718850-B2
优先权日:2008-04-08
标题:Triterpene saponins, methods of synthesis and uses thereof
发明人:GIN DAVID; ADAMS MICHELLE; DENG KAI; LIVINGSTON PHILIP; RAGUPATHI GOVINDASWAMI; CHEA ERIC; FERNANDEZ-TEJADA ALBERTO; NORDSTROEM LARS ULRIK; Walkowicz William; GARDNER JEFFREY; TAN DEREK
权利人:MEMORIAL SLOAN-KETTERING INST FOR CANCER RES
摘要:The present invention relates to triterpene glycoside saponin-derived adjuvants, syntheses thereof, intermediates thereto, and uses thereof. QS-7 is a potent immuno-adjuvant that is significantly less toxic than QS-21, a related saponin that is currently the favored adjuvant in anticancer and antiviral vaccines. Tedious isolation and purification protocols have hindered the clinical development of QS-7. A novel semi-synthetic method is provided wherein a hydrolyzed prosapogenin mixture is used to synthesize QS-7, QS-21, and related analogs, greatly facilitating access to QS-7 and QS-21 analogs for preclinical and clinical evaluation.

专利号:CN-114480323-A
优先权日:2020-11-11
标 题:Avena Glycosyltransferase AsUGT73E1 and Its Application in the Synthesis of Steroidal Saponins
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主要参考文献


1: Nabavi SF, Sureda A, Habtemariam S, Nabavi SM. Ginsenoside Rd and ischemic stroke; a short review of literatures. J Ginseng Res. 2015 Oct;39(4):299-303. doi: 10.1016/j.jgr.2015.02.002. Epub 2015 Feb 23. Review.
2: Zhu D, Liu M, Yang Y, Ma L, Jiang Y, Zhou L, Huang Q, Pi R, Chen X. Ginsenoside Rd ameliorates experimental autoimmune encephalomyelitis in C57BL/6 mice. J Neurosci Res. 2014 Sep;92(9):1217-26. doi: 10.1002/jnr.23397. Epub 2014 May 2. doi: 10.4103/1673-5374.141802.
4: Li W, Wang Z, Gu Jian, Chen L, Hou W, Jin Y, Wang Y. Bioconversion of ginsenoside Rd to ginsenoside M1 by snailase hydrolysis and its enhancement effect on insulin secretion in vitro. Pharmazie. 2015 May;70(5):340-6. doi: 10.1038/aps.2014.156. Epub 2015 Mar 16.

合成参考文献


参考文献:10.1016/j.neuropharm.2014.05.029
摘要:Chu JM, Lee DK, Wong DP, Wong RN, Yung KK, Cheng CH, Yue KK. Ginsenosides attenuate methylglyoxal-induced impairment of insulin signaling and subsequent apoptosis in primary astrocytes. Neuropharmacology. 2014 Oct;85():215–23. doi: 10.1016/j.neuropharm.2014.05.029.
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