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Synthesis of potential thrombin inhibitors. Incorporation of tartaric acid templates as P2 proline mimetics
Linköping University, The Institute of Technology. Linköping University, Department of Physics, Chemistry and Biology, Organic Chemistry .
Brånalt, J., AstraZeneca RandD, Medicinal Chemistry, S-431 83 Mölndal, Sweden.
Linköping University, The Institute of Technology. Linköping University, Department of Physics, Chemistry and Biology, Organic Chemistry .
AstraZeneca RandD, Medicinal Chemistry, S-431 83 Mölndal, Sweden.
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2002 (English)In: Bioorganic & Medicinal Chemistry, ISSN 0968-0896, E-ISSN 1464-3391, Vol. 10, no 5, 1567-1580 p.Article in journal (Refereed) Published
Abstract [en]

With the objective to prepare novel non-peptidic thrombin inhibitors, bioisosteres of the inhibitory tripeptide D-Phe-Pro-Arg chain have been examined. Thus, the P1 Arg was replaced with p-amidinobenzylamine, an elongated homologue of the same and with 2,5-dichloro benzylamine. The P2-P3, D-Phe-Pro, was replaced with a novel tartaric acid template coupled to a series of readily available, mainly lipophilic, amines. Some of these compounds exhibit promising thrombin inhibition activity in vitro, IC50~5.9 µM. © 2002 Elsevier Science Ltd. All rights reserved.

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2002. Vol. 10, no 5, 1567-1580 p.
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Engineering and Technology
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URN: urn:nbn:se:liu:diva-47060DOI: 10.1016/S0968-0896(01)00426-6OAI: oai:DiVA.org:liu-47060DiVA: diva2:267956
Available from: 2009-10-11 Created: 2009-10-11 Last updated: 2017-12-13

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Dahlgren, AndersKvarnström, Ingemar

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