title: Synthesis and antitumour activity of a new series of nitrosoureido sugars.
abstract: New nitrosoureido derivatives of di- or tri-deoxy-sugars have been synthesized. Very potent antitumour activity against L1210 leukaemia was exhibited by the compounds derived from methyl 3-amino-3, 4-dideoxy-beta- and alpha- and 4-amino-2,4-dideoxy-beta- and alpha-D-arabino-hexopyranosides, 24, 26, 28 and 29, respectively. In further evaluation against B16 melanocarcinoma bearing mice, only compounds 24 and 26 displayed significant activity. Owing to its lower acute toxicity, methyl 3-[3-(2-chloroethyl)-3-nitrosoureido]-3, 4-dideoxy-beta-D-arabino-hexopyranoside 24 appeared as the best candidate for preclinical studies.
authors.affiliation: Laboratoire de pharmacochimie, unité mixte 176 CNRS/ Institut Curie, 26, rue d'Ulm, F-75248, Paris, France. Claude.Monneret@curie.fr
authors.forename: C
authors.initials: C
authors.lastname: Monneret
authors.forename: S
authors.initials: S
authors.lastname: Rissé
authors.forename: P
authors.initials: P
authors.lastname: Ardouin
authors.forename: A
authors.initials: A
authors.lastname: Gouyette
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000627:therapeutic use*; D002330:Carmustine / Q000627:therapeutic use; D005960:Glucosides / Q000138:chemical synthesis* / Q000627:therapeutic use*; D007939:Leukemia L1210 / Q000188:drug therapy; D008546:Melanoma, Experimental / Q000188:drug therapy; D051379:Mice; D008810:Mice, Inbred C57BL; D015394:Molecular Structure; D009607:Nitrosourea Compounds / Q000138:chemical synthesis* / Q000627:therapeutic use*; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D005960:Glucosides; D009607:Nitrosourea Compounds; C409495:methyl 3,4-dideoxy-3-(2-chloroethyl)nitrosoureidoglucoside; D002330:Carmustine