title: Azanonaboranes [(RNH(2))B(8)H(11)NHR] as possible new compounds for use in boron neutron capture therapy.
abstract: The synthesis and biological in vitro and in vivo activities of possible new compounds for Boron Neutron Capture Therapy (BNCT) are reported. The azanonaboranes of the type [(RNH(2))B(8)H(11)NHR] are water-soluble when hydrophilic groups are introduced. The reaction of B(9)H(13)SMe(2) with primary amines yields azanonaboranes. Five compounds with different numbers of hydroxypropyl groups have been isolated: [(HO(CH(2))(3)NH(2))B(8)H(11)NHCH(3)] (4), [(HO(CH(2))(3)NH(2))B(8)H(11)NH(CH(2))(3)OH] (2), [((HO(CH(2))(3))(2)NH)B(8)H(11)NHCH(3)] (6), [((HO(CH(2))(3))(2)NH)B(8)H(11)NH(CH(2))(3)OCH(3)] (11) and [((HO(CH(2))(3))(2)NH)B(8)H(11)NH(CH(2))(3)OH] (8). In vitro experiments as judged by cloning survival tests showed that two of the synthesised compounds are not toxic. The in vivo experiments were carried out with C3H/He mice bearing SCCVII tumours and C57 mice bearing B16 tumours. Compounds 2 and 6 have no particular affinity to any tissue, but are excluded from the brain.
authors.affiliation: Department of Chemistry, University of Bremen, D-28334 Bremen, Germany.
authors.forename: Claudia
authors.initials: C
authors.lastname: Bauer
authors.forename: Detlef
authors.initials: D
authors.lastname: Gabel
authors.forename: Udo
authors.initials: U
authors.lastname: Dörfler
mesh_terms: D000818:Animals; D001880:Boranes / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology*; D016754:Boron Neutron Capture Therapy; D016466:CHO Cells; D002470:Cell Survival / Q000187:drug effects; D006224:Cricetinae; D051379:Mice; D008809:Mice, Inbred C3H; D015394:Molecular Structure; D009374:Neoplasms, Experimental / Q000188:drug therapy; D009928:Organ Specificity; D011073:Polyamines / Q000138:chemical synthesis; D011412:Propanolamines / Q000138:chemical synthesis; D011859:Radiography; D013329:Structure-Activity Relationship; D014018:Tissue Distribution
chemical_list: D001880:Boranes; D011073:Polyamines; D011412:Propanolamines