5-Fluorinated L-lysine analogues as selective induced nitric oxide synthase inhibitors.
Journal - Journal of medicinal chemistry (United States )
5(S)-Fluoro-N6-(iminoethyl)-l-lysine (14), an analogue of the potent, selective induced nitric oxide synthase (iNOS) inhibitor iminoethyl-l-lysine (1), was synthesized and found to be a selective iNOS inhibitor.
|ISSN : ||0022-2623|
|Mesh Heading : ||Crystallography, X-Ray Isoenzymes Lysine Models, Molecular Nitric Oxide Synthase Nitric Oxide Synthase Type II antagonists & inhibitors chemistry analogs & derivatives chemistry chemistry|
|Mesh Heading Relevant : ||chemical synthesis antagonists & inhibitors|
4-Fluorinated L-lysine analogs as selective i-NOS inhibitors: methodology for introducing fluorine into the lysine side chain.
Journal - Organic & biomolecular chemistry (England )
In the literature, the introduction of fluorine into bioactive molecules has been known to enhance the biological activity relative to the parent molecule. Described in this article is the synthesis of 4R-fluoro-L-NIL (12) and 4,4-difluoro-L-NIL (23) as part of our iNOS program. Both 12 and 23 were found to be selective iNOS inhibitors as shown in Table 2 below. Secondarily, methodology to synthesize orthogonally protected 4-fluoro-L-lysine and 4,4-difluoro-L-lysine has been developed.
|ISSN : ||1477-0520|
|Mesh Heading : ||Animals Crystallography, X-Ray Enzyme Inhibitors Fluorine Humans Lysine Mice Models, Biological Models, Chemical Molecular Structure Nitric Oxide Synthase Nitric Oxide Synthase Type II chemistry|
|Mesh Heading Relevant : ||chemistry chemistry analogs & derivatives antagonists & inhibitors|