Synthesis of (aminoalkylamine)-N-aminoalkyl)azanonaborane(11) derivatives for boron neutron capture therapy.
New boron-containing polyamine have been synthesized: (aminoalkylamine)-N-(aminoalkyl)azanonaborane(11) derivatives [H(2)N(CH(2))(n)H(2)NB(8)H(11)NH(CH(2))(n)NH(2)], where n = 4-6 and 12, and [H(2)N(CH(2))(3)H(2)NB(8)H(11)NH(CH(2))(4)NH(2)]. (4-Aminobutylamine)-N-(4-aminobutyl)azanonaborane and (3-aminopropylamine)-N-(4-aminobutyl)azanonaborane were less toxic in vitro (LD(50) of approximately 700 and approximately 1100 microM, respectively) than spermine, while (4-aminobutylamine)-N-isopropylazanonaborane with its hydrophobic isopropyl group and those with n = 5, 6, and 12 were already toxic under similar conditions (LD(50) << 500 microM). These compounds may be useful as delivery agents for boron neutron capture therapy.
El-Zaria
Mohamed E
ME
Department of Chemistry, University of Bremen, P.O. Box 330440, D-28334 Bremen, Germany. marzok@uni.bremen.de
Dörfler
Udo
U
Gabel
Detlef
D
D000818:Animals; D001880:Boranes / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D016754:Boron Neutron Capture Therapy; D016466:CHO Cells; D002470:Cell Survival / Q000187:drug effects; D006224:Cricetinae; D007928:Lethal Dose 50; D011073:Polyamines / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D012995:Solubility; D013329:Structure-Activity Relationship
D001880:Boranes; D011073:Polyamines