CAS: 4136-37-2; (S)-2-Carboxy-1,1-Dimethylpyrrolidin-1-Ium Chloride

该化合物是植物物种* Leonurus hearta* 产生的一种四铵化合物,通常称为母体,其特点是白色晶状表面,在水中溶解,便于用于各种生物和药理用途;该化合物展示了一系列生物活动,包括潜在的抗炎,止痛和...

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32039-74-0 909398-60-3 479500-35-1

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CAS号147-85-3 脯氨酸 | CAS号74-88-4 碘甲烷

合成工艺路线路线简述

  • 合成目标产物 Stachydrine Hydrochloride 主要起始原料 L-Proline And Iodomethane
  • (文献来源)合成步骤主要原料 L-Proline 和 Iodomethane
📜L-脯氨酸,碘甲烷置于sodium Hydroxide体系中,用 甲醇 作为反应溶剂,化学反应 12.0H,以88%的收率获得产物盐酸水苏碱
参考文献:Synthesis And Biological Evaluation Of Cyclic Analogs Of L-Carnitine As Potential Agents In The Treatment Of Myocardial Ischemia
标题:Synthesis And Biological Evaluation Of Cyclic Analogs Of L-Carnitine As Potential Agents In The Treatment Of Myocardial Ischemia
摘要:A Series Of Cyclic Rigid Analogues Of L-Carnitine Has Been Synthesized And Examined For Activity As Substrates For The Carnitine-Acylcarnitine Translocase,The Enzyme That Mediates Transport Of Fatty Acids Into The Mitochondria. Synthetic Steps To Seven Of These Analogues Are Described In This Paper. Bioassay Of These Compounds Is Conducted In A Preparation Of Isolated Heart Mitochondria That Have Been Previously Loaded With [14C]-L-Carnitine. Efflux Of Radioactivity From The Mitochondria Is Then Monitored In The Presence Of The Compound Being Evaluated In Order To Assess The Amount Of Enzyme Activity Initiated. The Palmityl Ester Of L-N,N-Dimethyl-Trans-2-Carboxy-4-Hydroxypyrrolidinium Chloride Elicited A 13.63 And 63.07% Efflux Of [14C]-L-Carnitine At Concentrations Of 3 And 50 Mm,Respectively. This Represents The First Instance In Which A Nonnaturally occurring Analogue Of L-Carnitine Has Been Shown To Undergo Transport Via This Mitochondrial Translocase,Suggesting The Possibility That Cyclic Carnitine Analogues May Find Utility As Agents In The Treatment Of Myocardial Ischemia.
DOI:10.1021/jm00155A045

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✅ COA系统入驻 | 共享模式

主要参考文献

[参考文献]: Guo W, Et Al. Effect Of Leonurus Stachydrine On Myocardial Cell Hypertrophy. Zhong Yao Cai. 2012 Jun;35(6):940-3.
[参考文献]: Wang M, Et Al. Stachydrine Hydrochloride Inhibits Proliferation And Induces Apoptosis Of Breast Cancer Cells Via Inhibition Of Akt And Erk Pathways. Am J Transl Res. 2017 Apr 15;9(4):1834-1844.

合成参考文献


参考文献:10.1021/jm00155a045
摘要:Woster PM, Murray WJ. Synthesis and biological evaluation of cyclic analogues of 1-carnitine as potential agents in the treatment of myocardial ischemia. J Med Chem. 1986 May;29(5):865–8. doi: 10.1021/jm00155a045.
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