Andrew Pudzianowski - Synthesis of Biologically Active Piperidine Metabolites of Clopidogrel: Determination of Structure and Analyte Development

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      Publication Details (including relevant citation   information):

      Shaw, Scott A., Balasubramanian, Balu, Bonacorsi, Samuel, Cortes,   Janet Caceres, Cao, Kevin, Chen, Bang-Chi, Dai, Jun, Decicco,   Carl, Goswami, Animesh, Guo, Zhiwei, Hanson, Ronald, Humphreys,   W. Griffith, Lam, Patrick Y. S., Li, Wenying, Mathur, Arvind,   Maxwell, Brad D., Michaudel, Quentin, Peng, Li, Pudzianowski,   Andrew, Qiu, Feng, Su, Shun, Sun, Dawn, Tymiak, Adrienne A.,   Vokits, Benjamin P., Wang, Bei, Wexler, Ruth, Wu, Dauh-Rurng,   Zhang, Yingru, Zhao, Rulin, Baran, Phil S. The Journal of   Organic Chemistry 2015 80 (14)   7019-7032

      Abstract: Clopidogrel is a prodrug anticoagulant   with active metabolites that irreversibly inhibit the platelet   surface GPCR P2Y12 and thus inhibit platelet activation. However,   gaining an understanding of patient response has been limited due   to imprecise understanding of metabolite activity and   stereochemistry, and a lack of acceptable analytes for   quantifying in vivo metabolite formation. Methods for the   production of all bioactive metabolites of clopidogrel, their   stereochemical assignment, and the development of stable analytes   via three conceptually orthogonal routes are disclosed.

      Address (URL): http://dx.doi.org/10.1021/acs.joc.5b00632