title: The cytotoxicity of amine-cyanoboranes, amine-cyanoalkylboranes and aminomethyl-phosphonate cyanoborane adducts against the growth of murine and human tissue culture cells.
abstract: The amine-cyanoboranes, the amine-cyanoalkylboranes and the aminomethyl-phosphonate-N-cyanoborane adducts proved to be active antineoplastic agents. These compounds were more effective against single cell cultured cell growth rather than solid tumors. The following amine-cyanoboranes, (CH3)2(C18H37)NBH2CN (5), (CH3)2NHBH[CH(CH3)2]CN (7) and (CH3)3NB(CN)2.CH3 (10), were the most active in vivo and in vitro. A related phosphine-cyanoborane was also very active in both in vivo and in vitro model screens. Of the amino-methyl-phosphonate-N-cyanoborane adducts, (CH3O)2.P(O)CH2N(C2H5)2BH2CN (13) proved to be the most active. The amine-cyanoalkylboranes had the poorest in vivo activity; the in vitro cytotoxicity, however, was similar to that of other cyanoboranes.
authors.affiliation: Gross Chemical Laboratory, Duke University, Durham, North Carolina.
authors.forename: B F
authors.initials: BF
authors.lastname: Spielvogel
authors.forename: A
authors.initials: A
authors.lastname: Sood
authors.forename: K W
authors.initials: KW
authors.lastname: Morse
authors.forename: O T
authors.initials: OT
authors.lastname: Wong
authors.forename: I H
authors.initials: IH
authors.lastname: Hall
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000494:pharmacology*; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D001896:Boron Compounds / Q000138:chemical synthesis / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects*; D002478:Cells, Cultured; D006801:Humans; D008744:Methylamines / Q000138:chemical synthesis / Q000494:pharmacology; D051379:Mice; D009570:Nitriles / Q000138:chemical synthesis / Q000494:pharmacology*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis / Q000494:pharmacology*; D014407:Tumor Cells, Cultured / Q000187:drug effects / Q000473:pathology
chemical_list: D000588:Amines; D000970:Antineoplastic Agents; D001896:Boron Compounds; D008744:Methylamines; D009570:Nitriles; D009943:Organophosphorus Compounds