title: 3'-deoxyribofuranose derivatives of 1-deaza and 3-deaza-adenosine and their activity as adenosine deaminase inhibitors.
abstract: 2,6-Dichloro-1-deazapurine and 2,6-dichloro-3-deazapurine were coupled with 1,2-O-diacetyl-5-O-benzoyl-3-deoxy-beta-D-ribofuranose. Deprotection of the obtained compounds and reaction with liquid ammonia gave the desired 2-chloroadenine nucleosides, which were dechlorinated to afford the corresponding 1-deaza and 3-deazaadenosine derivatives. Biological studies performed on ADA from calf intestine showed that these new nucleosides are inhibitors of the enzyme.
authors.affiliation: Dipartimento di Biologia M.C.A., University of Camerino, I-62032, Camerino, Italy.
authors.forename: S
authors.initials: S
authors.lastname: Costanzi
authors.forename: C
authors.initials: C
authors.lastname: Lambertucci
authors.forename: R
authors.initials: R
authors.lastname: Volpini
authors.forename: S
authors.initials: S
authors.lastname: Vittori
authors.forename: G
authors.initials: G
authors.lastname: Lupidi
authors.forename: G
authors.initials: G
authors.lastname: Cristalli
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives* / Q000494:pharmacology; D058892:Adenosine Deaminase Inhibitors; D000818:Animals; D002417:Cattle; D003855:Deoxyribose / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D007422:Intestines / Q000201:enzymology; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D013056:Spectrophotometry, Ultraviolet
chemical_list: D058892:Adenosine Deaminase Inhibitors; D004791:Enzyme Inhibitors; D003855:Deoxyribose; D000241:Adenosine