Novel and orally bioavailable inducible nitric oxide synthase inhibitors: synthesis and evaluation of optically active 4,5-dialkyl-2-iminoselenazolidine derivatives

Autor:	Kenji Suzuki, Shigeo Ueda, Akihiro Yano, Jun-ichi Tsuji, Taeko Kubo, Yukiyo Arai, Hideo Terauchi, Hisao Minato, Masashi Matsumoto, Nobuhide Watanabe
Rok vydání:	2005
Předmět:	Stereochemistry Clinical Biochemistry Drug Evaluation Preclinical Molecular Conformation Biological Availability Nitric Oxide Synthase Type II Pharmaceutical Science chemistry.chemical_element Inhibitory postsynaptic potential Arginine Biochemistry Chemical synthesis Selenium Structure-Activity Relationship Pharmacokinetics In vivo Organoselenium Compounds Drug Discovery Structure–activity relationship Enzyme Inhibitors Molecular Biology chemistry.chemical_classification Dose-Response Relationship Drug biology Chemistry Organic Chemistry General Medicine Optically active In vitro Bioavailability Nitric oxide synthase Kinetics Enzyme Enzyme inhibitor biology.protein Molecular Medicine Nitric Oxide Synthase
Zdroj:	Bioorganic & Medicinal Chemistry Letters. 15:1361-1366
ISSN:	0960-894X
DOI:	10.1016/j.bmcl.2005.01.013
Popis:	We have previously reported that (4R,5R)-5-ethyl-2-imino-4-methylthiazolidine (3) strongly inhibits inducible nitric oxide synthase (iNOS). In a successive search for strong and selective iNOS inhibitors, we, herein, describe the synthesis of the selenium analogue of 3 (4: ES-2133) and its related optically active compounds and examine their in vitro and in vivo inhibitory activity against iNOS. In addition, an alternative synthetic method to the selected compound 4 and its pharmacokinetic profile is also reported.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::34942c6636de3dfcd658479cf69744cc https://doi.org/10.1016/j.bmcl.2005.01.013 Zobrazit plný text záznamu Full Text from ScienceDirect