CAS: 482-20-2; (S)-(+)-Tylophorine

该化合物是Tylophora indica植物的藻类,以其医学特性而著称;该化合物的特点是结构复杂,具有双环框架,包括苯丙胺核心;台风展示一系列生物活动,包括抗炎和免疫分子效应,使其对药理研究感兴趣;已研究其潜在的治疗用途,特别是在治疗呼吸状况和某些癌症方面;该化合物通常以晶体形式出现,在有机溶剂中溶解,但水溶性有限;由于其生物活动,台风已引起人们对其在传统医学中潜在用途的关注,尽管需要进一步研究,以充分了解其行动和治疗效率的机制;安全性和毒性简介也是其应用中的重要考虑因素,需要在临床环境中进行仔细处理和进一步调查.

结构式图片

物理性质

MSDS等安全信息

    上下游产品

    (S)-2,3,6,7-Tetramethoxy-12,13,13A,14-Tetrahydrodibenzo[f,H]-Pyrrolo[1,2-B]Isoquinolin-9(11H)-One 933982-91-3
    (14S)-14-Hydroxy-2,3,6,7-Tetramethoxyphenanthro<9,10-B>Indolizidine 87302-58-7
    (S)-2,3,6,7-Tetramethoxyphenanthro<9,10-B>-11,14-Indolizidinedione 87227-03-0
    (S)-2-<(2,3,6,7-Tetramethoxyphenanthren-9-yl)Methyl>Pyrrolidine 107540-00-1
    2-((2,3,6,7-Tetramethoxyphenanthren-9-yl)Methyl)Pyrrolidine 106764-31-2
    (S)-(+)-N-<(2,3,6,7-Tetramethoxy-9-Phenanthryl)Methyl>Pyroglutamic Acid 87227-00-7
    (S)-1-[(9-Bromo-2,3,6,7-Tetramethoxyphenanthren-10-yl)Methyl]Pyrrolidine-2-Carboxylic Acid 1394286-35-1
    (S)-(+)-N-[(2,3,6,7-Tetramethoxy-9-Phenanthryl)-Methyl]Pyroglutamic Acid Methyl Ester 1203657-51-5
    (2S)-1-(10-Bromo-2,3,6,7-Tetramethoxyphenanthren-9-Ylmethyl)-Pyrrolidine-2-Carboxylic Acid Methyl Ester 1225041-52-0
    (S)-1-[(9-Bromo-2,3,6,7-Tetramethoxyphenanthren-10-yl)Methyl]-N,N-Diethylpyrrolidine-2-Carboxamide 1215841-66-9

    合成工艺路线路线简述

      📜(S)-1-(Trifluoroacetyl)Pyrrolidine-2-Carboxylic Acid置于吡啶,盐酸,三乙基硅烷,三氯化铝,草酰氯,三氟化硼乙醚,氨体系中,用 甲醇,乙醇,二氯甲烷,苯 作为反应溶剂,化学反应 151.0H,反应生成 (S)-9,11,12,13,13A,14-六氢-2,3,6,7-四甲氧基二苯并[f,H]吡咯并(1,2-B)异喹啉
      参考文献:A Short Synthesis Of (S)-(+)-Tylophorine
      标题:A Short Synthesis Of (S)-(+)-Tylophorine
      摘要:
      DOI:10.1021/jo00384A053

      海关参考信息

      专利信息


      专利号:CN-107445956-A
      优先权日:2017-08-28
      标 题:A new method for the total synthesis of 13a-hydroxysermenine

      专利号:WO-2018104172-A1
      优先权日:2016-12-06
      标题:Compounds for treating barth syndrome
      发明人：TRIBOUILLARD-TANVIER DÉBORAH; LASSERRE JEAN-PAUL; DI RAGO JEAN-PAUL
      权利人:CENTRE NAT RECH SCIENT; UNIV BORDEAUX; ASS FRANCAISE CONTRE LES MYOPATHIES
      摘要:The present invention relates to compounds and method for treating and/or preventing Barth syndrome as well as methods for identifying such compounds. In particular, the invention concerns compounds that inhibit the cytosolic protein synthesis for its use in the prevention and/or treatment of a disorder or disease associated to mitochondrial dysfunction such as Barth syndrome, wherein the mitochondrial dysfunction is associated with a deficiency in mature cardiolipin level in mitochondria membrane.

      专利号:CN-105461716-B
      优先权日:2015-12-11
      标题:Two optically pure isomers of NK007 and their synthesis and application

      专利号:CN-105461716-A
      优先权日:2015-12-11
      标 题 :Two optically pure isomers of NK007 and their synthesis and application

      专利号:CN-119504742-A
      优先权日:2024-11-18
      标 题 :Total synthesis method of tylophorine and antofine

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      ✅ COA系统入驻 | 共享模式

      主要参考文献


      1: Wang Y, Lam W, Chen SR, Guan FL, Dutchman GE, Francis S, Baker DC, Cheng YC. Tylophorine Analog DCB-3503 Inhibited Cyclin D1 Translation through Allosteric Regulation of Heat Shock Cognate Protein 70. Sci Rep. 2016 Sep 6;6:32832. doi: 10.1038/srep32832.
      2: Yao T, Zhang H, Zhao Y. Synthesis of 9,10-Phenanthrenes via Palladium-Catalyzed Aryne Annulation by o-Halostyrenes and Formal Synthesis of (±)-Tylophorine. Org Lett. 2016 Jun 3;18(11):2532-5. doi: 10.1021/acs.orglett.6b00558. doi: 10.1021/ml500255j.
      4: Su B, Zhang H, Deng M, Wang Q. An enantioselective strategy for the total synthesis of (S)-tylophorine via catalytic asymmetric allylation and a one-pot DMAP-promoted isocyanate formation/Lewis acid catalyzed cyclization sequence. Org Biomol Chem. 2014 Jun 14;12(22):3616-21. doi: 10.1039/c4ob00200h. doi: 10.1021/jo500013e. doi: 10.1186/1476-4598-12-82.

      合成参考文献


      参考文献:10.1248/cpb.54.765
      摘要:Ihara M. Syntheses of biologically active natural products and leading compounds for new pharmaceuticals employing effective construction of a polycyclic skeleton. Chem Pharm Bull (Tokyo). 2006 Jun;54(6):765–74. doi: 10.1248/cpb.54.765.
      参考文献:10.1371/journal.pone.0051138
      摘要:Wang Y, Wong H, Gullen EA, Lam W, Yang X, Shi Q, Lee K, Cheng Y. Cryptopleurine Analogs with Modification of E Ring Exhibit Different Mechanism to Rac-Cryptopleurine and Tylophorine. PLoS ONE. 2012 Dec 10;7(12):e51138. doi: 10.1371/journal.pone.0051138.
      参考文献:10.1248/cpb.47.1384
      摘要:Abe F, Hirokawa M, Yamauchi T, Honda K, Hayashi N, Nishida R. Glycosides of 14,15-seco- and 13,14:14,15-disecopregnanes from the roots of Tylophora tanakae. Chem Pharm Bull (Tokyo). 1999 Oct;47(10):1384–7. doi: 10.1248/cpb.47.1384.
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