Heterocyclic analogues of L-citrulline as inhibitors of the isoforms of nitric oxide synthase (NOS) and identification of N δ-(4, 5-dihydrothiazol-2-yl) ornithine as a potent …

…, MA Naylor, M Jaffar, IJ Stratford, MD Threadgill

Index: Ulhaq, Saraj; Chinje, Edwin C.; Naylor, Matthew A.; Jaffar, Mohammed; Stratford, Ian J.; Threadgill, Michael D. Bioorganic and Medicinal Chemistry, 1999 , vol. 7, # 9 p. 1787 - 1796

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Citation Number: 22

Abstract

l-Thiocitrulline is a known potent inhibitor of several isoforms of nitric oxide synthase (NOS). To explore the structure–activity relationships (SARs) for this molecule in more depth than has previously been reported, three analogues substituted at the sulphur of the isothioureas have been synthesised. In two of these, the S-substituent was 'tied back'sterically by cyclisation to the nitrogen remote from the amino-acid unit. Nδ-(4, 5-Dihydrothiazol-2-yl) ...