CAS: 635318-11-5; (1R,4S,5S,6S)-4-Amino-2-Thiabicyclo[3.1.0]Hexane-4,6-Dicarboxylic Acid 2,2-Dioxide

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CAS号635318-10-4 (-)-(1'R,4S,5'S... | CAS号635317-62-3 (1R,4S,5S,6S)-4...

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    📜Ly 389795置于sodium Hydroxide,氯化亚砜,间氯过氧苯甲酸,三氟乙酸体系中,用 四氢呋喃,二氯甲烷 作为反应溶剂,化学反应 68.5H,反应生成 (1R,4S,5S,6S)-4-氨基-2-硫杂双环[3.1.0]己烷-4,6-二甲酸 2,2-二氧化物
    参考文献:Synthesis And Metabotropic Glutamate Receptor Activity Of S-Oxidized Variants Of (−)-4-Amino-2-Thiabicyclo-[3.1.0]Hexane-4,6-Dicarboxylate: Identification Of Potent,Selective,And Orally Bioavailable Agonists For Mglu2/3 Receptors
    标题:Synthesis And Metabotropic Glutamate Receptor Activity Of S-Oxidized Variants Of (−)-4-Amino-2-Thiabicyclo-[3.1.0]Hexane-4,6-Dicarboxylate: Identification Of Potent,Selective,And Orally Bioavailable Agonists For Mglu2/3 Receptors
    摘要:(-)-4-氨基-2-硫杂双环-[3.1.0]己烷-4,6-二甲酸酯(ly389795,(-)-3)是一种高度有效且选择性的代谢型谷氨酸受体2(mglu2)和3(mglu3)激动剂.作为我们正在进行的研究计划的一部分,我们已经制备了(-)-3的s氧化变体,包括化合物(-)-10,(+)-11(ly404040)和(-)-12(ly404039).这些手性异环氨基酸中的每一个都能够置换mglu2/3受体拮抗剂h-3-(2S)-2-氨基-2-(1S,2S-2-羧基环丙-1-基)-3-(番红-9-基)丙酸(h-3-Ly341495)的特异性结合,并在表达这些受体亚型的细胞中显示出强效的激动剂作用.将这些衍生物中效果最强的(+)-11与mglu2进行对接,揭示了(+)-11的亚砜氧与酪氨酸残基y236之间可能存在额外的氢键相互作用.对活性mglu对映体(+)-11和(-)-12在大鼠中的药代动力学分析显示,这两种化合物在口服后均被非常好吸收.与它们的mglu2/3激动剂活性和药代动力学特性一致,(+)-11和(-)-12均以剂量依赖性的方式阻断了吩噻嗪引起的活动,表明它们作为非典型抗精神病药物的潜在用途.
    DOI:10.1021/jm060917U

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    专利号:US-2025241878-A1
    优先权日:2022-01-24
    标题:Tyrosine and resveratrol derivatives as novel modulators of cellular serine adp-ribosylation
    发明人：MATHEW SAJISH
    权利人:UNIV SOUTH CAROLINA
    摘要:Methods and compositions are described herein for modulating protein synthesis, especially monosome translation and DNA damage response, especially short-patch base excision repair (SP-BER), NHEJ and HR for treating a disorder. Compositions include a therapeutically effective amount of a tyrosine or a resveratrol derivative.

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    主要参考文献


    1: Moulton RD, Ruterbories KJ, Bedwell DW, Mohutsky MA. In vitro characterization of the bioconversion of pomaglumetad methionil, a novel metabotropic glutamate 2/3 receptor agonist peptide prodrug. Drug Metab Dispos. 2015 May;43(5):756-61. doi: 10.1124/dmd.114.062893. Epub 2015 Mar 9. doi: 10.1002/jps.24226. Epub 2014 Nov 7. doi: 10.1124/jpet.114.213959. Epub 2014 Jun 4. doi: 10.1016/j.ejphar.2014.01.044. Epub 2014 Jan 30. doi: 10.1016/j.neuropharm.2012.07.001. Epub 2012 Jul 4. doi: 10.1007/s00213-011-2427-9. Epub 2011 Aug 17. doi: 10.1016/j.neuropharm.2011.07.011. Epub 2011 Jul 26. doi: 10.1371/journal.pone.0022235. Epub 2011 Jul 14.
    9: Dedeurwaerdere S, Wintmolders C, Straetemans R, Pemberton D, Langlois X. Memantine-induced brain activation as a model for the rapid screening of potential novel antipsychotic compounds: exemplified by activity of an mGlu2/3 receptor agonist. Psychopharmacology (Berl). 2011 Mar;214(2):505-14. doi: 10.1007/s00213-010-2052-z. Epub 2010 Oct 31. doi: 10.1002/syn.20704. doi: 10.1124/jpet.108.136861. Epub 2008 Apr 18. Epub 2007 Sep 2. Erratum in: Nat Med. 2007 Oct;13(10):1264. Epub 2007 Mar 24. Epub 2007 Jan 4.

    合成参考文献


    参考文献:10.1124/mol.119.115964
    摘要:Lee TD, Lee OW, Brimacombe KR, Chen L, Guha R, Lusvarghi S, Tebase BG, Klumpp-Thomas C, Robey RW, Ambudkar SV, Shen M, Gottesman MM, Hall MD. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular Pharmacology. 2019 Nov;96(5):629–40. doi: 10.1124/mol.119.115964.
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