1431-40-9Relevant articles and documents
Pteridines: Synthesis and characteristics of 5,6-dihydro-6-(1,2,3-trihydroxypropyl)pteridines: Covalent intramolecular adducts
Soyka,Pfleiderer,Prewo
, p. 808 - 826 (1990)
Various 5,6-diaminopyrimidines (1, 15, 24, 33) were condensed with the phenylhydrazones of L-(2) and D-arabinose (3) in acidic medium under N2 to give formal 5,6-dihydro-6-(1,2,3-trihydroxypropyl)pteridines (see, e.g., 4 and 5), the latter turned out to exist preferentially as intramolecular adducts, the hexahydropyrano-[3,2-g]pteridines 6, 7, 16, 17, 25, 26, and 34, formed subsequently by addition of the terminal OH group of the side-chain to the C(7)=N(8) bond of the pteridine moiety. Spectroscopically, the isomeric hexahydrofuro [3,2-g]pteridines 10, 11, 18, 19, and 35 were also detected as minor components in the equilibrium mixtures. In the 4-amino-2-(methylthio)pteridine series, crystallization of 6 and 7 led to the stereochemically pure (3S,4R,4aR,10aS)-6-amino-3,4,4a,5,10,10a-hexahydro-8-(methylthio -2H-pyrano[3,2-g]pteridine-3,4-diol (8) and its corresponding enantiomer 9, respectively. Structure 8 was proven by X-ray analysis. Acylation of the hexahydropyrano[3,2-g]pteridines yielded the more stable tri-, tetra-, and pentaacetyl derivatives 12-14, 20-23, 27-32, and 37-39 which were characterized and of which the absolute and relative configurations were determined (1H- and 13C-NMR and UV spectra, chiroptical measurements, elemental analyses).
Inhibition of neuronal nitric oxide synthase by 4-amino pteridine derivatives: Structure-activity relationship of antagonists of (6R)-5,6,7,8- tetrahydrobiopterin cofactor
Fr?hlich, Lothar G.,Kotsonis, Peter,Traub, Hermann,Taghavi-Moghadam, Shahriyar,Al-Masoudi, Najim,Hofmann, Heinrich,Strobel, Hartmut,Matter, Hans,Pfleiderer, Wolfgang,Schmidt, Harald H. H. W.
, p. 4108 - 4121 (2007/10/03)
The family of nitric oxide synthases (NOS) catalyzes the conversion of L-arginine to L-citrulline and nitric oxide (NO), an important cellular messenger molecule which has been implicated in the pathophysiology of septic shock and inflammatory and neurode
9-Cyclohexyl-2-alkoxy-9H-adenine process
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, (2008/06/13)
A process for preparing 9-cyclohexyl-2-alkoxy-9H-adenine derivatives such as 9-cyclohexyl-2-n-propoxy-9H-adenine from 7-amino-5-(methylthio)[1,2,5]oxadiazolo[3,4-d]pyrimidine and 7-amino-5-(methylthio)[1,2,5]thiadiazolo[3,4-d]pyrimidine is described. Othe