• 中国精品科技期刊
  • 中国高校百佳科技期刊
  • 中国中文核心期刊
  • 中国科学引文数据库核心期刊
Advanced Search
HUANG Yu, LIU Baomin, LIU Xushi, ZHANG Yinsheng. Design and synthesis of deuterium-labeled vorapaxar[J]. Journal of China Pharmaceutical University, 2018, 49(3): 295-300. DOI: 10.11665/j.issn.1000-5048.20180307
Citation: HUANG Yu, LIU Baomin, LIU Xushi, ZHANG Yinsheng. Design and synthesis of deuterium-labeled vorapaxar[J]. Journal of China Pharmaceutical University, 2018, 49(3): 295-300. DOI: 10.11665/j.issn.1000-5048.20180307
shu

Design and synthesis of deuterium-labeled vorapaxar

More Information
    Graphical Abstract
    • Abstract
  • Vorapaxar, a novel antagonist of the protease-activated receptor 1(PAR-1), can inhibit the clotting process. Deuterium-labeled vorapaxar was required for the analysis of clinical sample as an internal standard. Starting for unlabeled vorapaxar, four-step reactions including hydrolysis, condensation, transesterification and hydrogen-deuterium exchange were carried out to synthesize ［D8］ vorapaxar effectively for the first time. All intermediates and final products were confirmed by NMR and high resolution mass spectrometry(HRMS). Importantly, the prepared ［D8］ vorapaxar could meet the requirements of sample analysis as the internal standard.
    • FullText(HTML)
    • References (4)
  • [1]
    Chackalamannil S,Wang Y,Greenlee WJ,et al.Discovery of a novel,orally active himbacine-based thrombin receptor antagonist(SCH 530348)with potent antiplatelet activity[J].J Med Chem,2008, 51(11):3061-3064.
    [2]
    Xia XM.The first protease-activated receptor antagonist Zontivity(vorapaxar)approved by FDA[美国FDA批准首种蛋白酶活化受体1拮抗剂新药Zontivity(vorapaxar)][J].Acad J Guangdong Coll Pharm(广东药学院学报),2014, 30(3):362-362.
    [3]
    Sambu N,Curzen N.Monitoring the effectiveness of antiplatelet therapy:opportunities and limitations[J].Brit J Clin Pharmacol,2011, 72(4):683.
    [4]
    Penner NA,Voronin KN.Active metabolite of a thrombin receptor antagonist:WO,2010141525 A1[P].2010-12-09.
    • Related Articles

  • Related Articles

    [1]XU Yuantao, WANG Jundong, GUAN Li, ZHAO Ning, LI Weize. Synthesis and antidiabetic activity evaluation of benzopyrimidine derivatives[J]. Journal of China Pharmaceutical University, 2023, 54(5): 569-576. DOI: 10.11665/j.issn.1000-5048.2023041701
    [2]MEI Yinliu, WU Jie. Application of nanoparticles in wound healing of diabetes[J]. Journal of China Pharmaceutical University, 2022, 53(1): 25-31. DOI: 10.11665/j.issn.1000-5048.20220104
    [3]TAO Yingjun, WU Jie, LIU Chang. Application of proteomics in diabetes and its complications[J]. Journal of China Pharmaceutical University, 2020, 51(3): 368-373. DOI: 10.11665/j.issn.1000-5048.20200315
    [4]LI Yongrong, CHENG Tao, WANG Yongsheng, LI Qin, GAO Bo, HE Yun, BAI Yu. Effect of extract of selenium-enriched Astragalus membranaceus on insulin resistance in streptozotocin-induced diabetic rats[J]. Journal of China Pharmaceutical University, 2018, 49(6): 739-745. DOI: 10.11665/j.issn.1000-5048.20180616
    [5]XU Zhimeng, ZHU Jingjing, JIANG Zhenzhou, LOU Fengchang, WANG Tao. Hypoglycemic effects of terpenes from Fructus Corni on db/db diabetic mice[J]. Journal of China Pharmaceutical University, 2016, 47(3): 337-341. DOI: 10.11665/j.issn.1000-5048.20160315
    [6]HU Mengyue, LIU Can, ZHANG Mian, HU Nan, LIU Li, LIU Xiaodong. Alteration of cytochrome P450s activity under diabetic conditions and its impact on the development of diabetes mellitus[J]. Journal of China Pharmaceutical University, 2014, 45(2): 153-160. DOI: 10.11665/j.issn.1000-5048.20140204
    [7]WANG Xin-ting, ZHANG Mian, GUO Hai-fang, LIU Can, HU Nan, LIU Li, LIU Xiao-dong. Effect and mechanism of atorvastatin on blood glucose of mild diabetic rats[J]. Journal of China Pharmaceutical University, 2012, 43(5): 453-459.
    [8]Effects of Melatonin on the Immune Functions of Diabetic Rats Combined with Injury-induced Stress[J]. Journal of China Pharmaceutical University, 2004, (4): 71-74.
    [9]PREVENTION AND TREATMENT OF ALLOXAN-INDUCED DIABETES IN MICE BY POLYSACCHARIDES ISOLATED RESPECTIVELY FROM BOTH TREMELLA FUCIFORMIS AND AURICULARIA A URICULA[J]. Journal of China Pharmaceutical University, 1989, (3): 181-183.
    [10]PREVENTION AND TREATMENT OF ALLOXAN-INDUCED DIABETES IN MICE BY POLYSACCHARIDES FROM SPORE OF TREMELLA FUCIFORMIS BERK[J]. Journal of China Pharmaceutical University, 1988, (4): 303-304.

  • Cited by

    Periodical cited type(7)

    1. 刘艳，温田田，孙野，陈庆山，张丽莉，匡海学，杨炳友. 白鲜皮化学成分研究. 中成药. 2025(03): 812-821 .
    2. 陈禹竹，徐晓敏，刘树民，卢芳. 白鲜皮及其有效成分的药理作用研究进展. 药物评价研究. 2024(02): 409-418 .
    3. 刘新月，陈乐乐，孙鹏，展照双，王加锋. 白鲜皮化学成分、药理作用和毒性研究进展及质量标志物预测分析. 中国新药杂志. 2023(08): 799-805 .
    4. 牛晨冬，郭丽娜，张金玲，卢宜然，王琳琳，李宗锴. 白鲜属植物化学成分与药理作用研究进展. 中成药. 2022(04): 1231-1238 .
    5. 葛翎，路露，周谦，张秋生，蔡波，黄晓德，张峰伦，钱雪，李海涛，陈斌，曹鹏. 马齿苋醇提物体外生物学活性测定. 中国野生植物资源. 2021(04): 8-14+21 .
    6. 梁郭智，孙淑英. 白鲜研究进展. 时珍国医国药. 2020(02): 408-411 .
    7. 胡玉恒，孙捷，杨洁，王晓静. 3-(4′-苯甲酰基氨基-苯基)-香豆素衍生物的合成及体外降血糖活性. 中国药科大学学报. 2019(02): 168-174 . 本站查看

    Other cited types(4)

Catalog

    Get Citation
    PDF
    XML
    Article views (921) PDF downloads (1684) Cited by(11)
    Turn off MathJax
    Article Contents
    Abstract
    References
    Related Articles

    Copyright © Journal of China Pharmaceutical University苏ICP备12050101号-2

    Address：24 Tongjia Lane, Nanjing City, Jiangsu Province （210009）Tel: 025-83271566E-mail: xuebao@cpu.edu.cn

    Supported by: Beijing Renhe Information Technology Co., Ltd.  Baidu Analytics

    Total visits：365847

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return