CAS: 7755-01-3; (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-(2-Hydroxy-6-Methylhept-5-En-2-yl)-4,4,8,10,14-Pentamethylhexadecahydro-1H-Cyclopenta[a]Phenanthrene-3,12-Diol

该化合物是一种来自人参的三叶杆状沙邦素,特别是来自在Panax 人参中发现的金星表面,其特点是化学结构,包括一个水坝骨骼,典型的特点是具有特定位置的氢氧化物组,有助于其生物活动.Protopanaxadiol以其潜在的健康效益而著称,包括抗炎,抗氧化剂和免疫性肺炎效应.该物质在提高物理性能和认知功能方面的作用及其在癌症治疗中的潜力已经进行了研究.该物质经常用于传统医学,并且正在因其治疗特性而引起现代药理学的注意.从溶性来说,丙烷化物在有机溶剂中通常比在水中更容易溶解,这可能会影响其生物利用率和各种应用中的功效.其安全性特征和药理学是正在进行的研究的主题,因为科学家们继续探索其在健康和医学方面的全部潜力.

结构式图片

欧盟法规

C&L通报

上下游产品

12-β-O-hydroxy-20(S)-hydroxydammarane-24-ene-3-one 3ginsenoside Rg3 (20S)-dammar-24-ene-3α,12β,20-triol 2)-β-D-glucopyranoside) 20-O-β-D-xylopyranosyl-(1->3)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside(20S)-protopanaxadiol 3-O-(6-O-malonyl-β-D-glucopyranosyl-(1-2)-β-D-glucopyranoside) 20-O-β-D-xylopyranosyl-(1-3)-β-D-glucopyranosyl-(1-6)-β-D-glucopyranoside12β,20(S)-Dammar-24-en-3-one 12β,20(S)-dihydroxydammar-24-en-3-one 2ginsenoside Rh2 2ginsenoside F2

合成工艺路线路线简述

  • 合成目标产物 Protopanaxadiol 主要起始原料 Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy-
  • (文献来源)合成步骤主要原料 Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy-

海关参考信息

专利信息


专利号:WO-2020121335-A1
优先权日:2018-12-14
标题:A process for producing tirucalladienol for synthesis of limonoids
发明人:HIREKODATHAKALLU VENKATARAMAIAH THULASIRAM; PANDREKA AVINASH; PATIL CHAYA SHIVANAGOUDA
权利人:COUNCIL SCIENT IND RES
摘要:The invention relates to the construction of recombinant DNA constructs encoding tirucalladienol synthase; and squalene epoxidase operably linked to a regulatory sequence. The production of tricualldienol in a yeast is increased by coexpression with squalene epoxidase. Further, tirucalladeinol synthase engineering leads to increase in the efficiency of the synthesis process towards tirucalladienol.

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-10675313-B2
优先权日:2005-11-17
标 题 :HAS2-stimulating plant extracts
发明人:PERRIER ERIC; GUEZENNEC ANNE; REYMERMIER CORINNE; GUESNET JOELLE
权利人:PERRIER ERIC; GUEZENNEC ANNE; REYMERMIER CORINNE; GUESNET JOELLE; BASF Beauty Care Solutions France; SAINT LAURENT PARFUMS
摘要:The invention relates to plant extracts for stimulating the synthesis of hyaluronan synthase, particularly the synthesis of hyaluronan synthase 2 (HAS2). Specific aims of the invention are to increase firmness and/or elasticity and/or tissue moisturization, and/or increase the skin barrier effect, and/or increase tissue resilience, and/or modulate angiogenesis, or the neocreation of blood capillaries, and/or improve healing, and/or cell proliferation, migration or differentiation, and/or skin atrophy, and/or intended to combat the effects of ageing on the skin, and in particular to combat the loss of firmness of the skin observed in the course of ageing, and/or atrophied scars.

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-106701647-A
优先权日:2016-09-27
标题 :Application of Gynostemma Gynostemma Glycosyltransferase in the Synthesis of Rare 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
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主要参考文献


1: Chen G, Liu J, Chen W, Xu Q, Xiao M, Hu L, Mao L, Wang X. A 20(S)-protopanoxadiol derivative overcomes multi-drug resistance by antagonizing ATP-binding cassette subfamily B member 1 transporter function. Oncotarget. 2016 Feb 23;7(8):9388-403. doi: 10.18632/oncotarget.7011.
2: Lv D, Cao Y, Dong X, Chen X, Lou Z, Chai Y. Analysis and pharmacokinetic study of curdione in Rhizoma Curcumae by UPLC/QTOF/MS. Biomed Chromatogr. 2014 Jun;28(6):782-7. doi: 10.1002/bmc.3118. doi: 10.1016/j.ejmech.2014.04.010. Epub 2014 Apr 4. doi: 10.1016/j.bmc.2013.04.067. Epub 2013 May 3. Med Oncol. 2011 Sep;28(3):813-21. doi: 10.1007/s12032-010-9508-1. Epub 2010 Mar 31. doi: 10.1016/j.jpba.2008.09.045. Epub 2008 Oct 8. Chinese.

合成参考文献


参考文献:10.1107/s1600536811008609
摘要:Zhang L, Guo H, Li W, Gao Y, Meng Q. (3R,6R,12R,20S,24R)-20,24-Epoxydammarane-3,6,12,25-tetraol. Acta Crystallogr E Struct Rep Online. 2011 Mar 12;67(4):o846. doi: 10.1107/s1600536811008609.
参考文献:10.1007/s00299-011-1114-y
摘要:Subramaniyam S, Mathiyalagan R, Jun Gyo I, Bum-Soo L, Sungyoung L, Deok Chun Y. Transcriptome profiling and insilico analysis of Gynostemma pentaphyllum using a next generation sequencer. Plant Cell Rep. 2011 Nov;30(11):2075–83. doi: 10.1007/s00299-011-1114-y.
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