Inhibitors of Adenosine Deaminase: Synthesis of Coformycin and 3′-Deoxycoformycin
1983; Taylor & Francis; Volume: 2; Issue: 5 Linguagem: Inglês
10.1080/07328318308079413
ISSN2332-3892
AutoresLynn D. Hawkins, Jeffery C. Hanvey, F. Leslie Boyd, David C. Baker, H. D. Hollis Showalter,
Tópico(s)Calcium signaling and nucleotide metabolism
ResumoAbstract Glycosylation of the heterocycle, 6,7-dihydro-imidazo [4,5-d] [1,3] diazepin-8(3H)-one, with suitably protected sugars under the influence of Lewis acid catalysts gave the β-D-ribo- and 3′-deoxy-β-D-erythropento-furanosyl nucleosides. Deprotection and reduction of the keto nucleosides with sodium borohydride gave the (8R)- and (8S)-3-β-D-glycofuranosyl-3,6,7,8-tetrahydroimidazo [4,5-d]-[1,3] diazepin-8-ols, the (8R)-isomers of which are potent inhibitors of adenosine deaminase.
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