[C2B10]-[B12] double cage boron compounds -: a new approach to the synthesis of water-soluble boron-rich compounds for BNCT

被引:10
作者
Sivaev, IB
Sjöberg, S
Bregadze, VI
机构
[1] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Moscow 119991, Russia
[2] Uppsala Univ, Dept Organ Chem, Inst Chem, S-75124 Uppsala, Sweden
关键词
dodecahydro-closo-dodecaborate; o-carborane; m-carborane; p-carborane; boron neutron capture therapy;
D O I
10.1016/S0022-328X(03)00214-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new approach in the synthesis of water-soluble boron-rich compounds was proposed. The closo-dodecaborate cage is used as a hydrophilic substitutent providing for the water-solubility of the molecule whereas the carborane cage can be used for attachment to biomolecules using earlier developed methods. The double-cage molecules [o-, m-, and p-CB(10)H(10)C(CH(2))(4)OB(12)H(11)](2-) were prepared by the reaction of the tetramethylene oxonium derivative of the closo-dodecaborate anion, [B(12)H(11)O(CH(2))(4)](-), with the corresponding lithiated carboranes. The compounds obtained have doubled the boron contents and could serve for the synthesis of agents for boron neutron capture therapy (BNCT). (C) 2003 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:106 / 110
页数:5
相关论文
共 45 条
[1]   CONVENIENT PREPARATION OF DODECAHYDR3DODECABORATE ION [J].
ADAMS, RM ;
SIEDLE, AR ;
GRANT, J .
INORGANIC CHEMISTRY, 1964, 3 (03) :461-&
[2]   Synthesis of carboranyl polyamines for DNA targeting [J].
Cai, JP ;
Soloway, AH .
TETRAHEDRON LETTERS, 1996, 37 (52) :9283-9286
[3]   Boron-containing polyamines as DNA targeting agents for neutron capture therapy of brain tumors: Synthesis and biological evaluation [J].
Cai, JP ;
Soloway, AH ;
Barth, RF ;
Adams, DM ;
Hariharan, JR ;
Wyzlic, IM ;
Radcliffe, K .
JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (24) :3887-3896
[4]  
CHURKINA LA, 1988, VESTSI AKAD NAVUK BS, V2, P59
[5]  
DAHLHOFF WV, 1993, LIEBIGS ANN CHEM, P831
[6]   Potent estrogen agonists based on carborane as a hydrophobic skeletal structure - A new medicinal application of boron clusters [J].
Endo, Y ;
Iijima, T ;
Yamakoshi, Y ;
Fukasawa, H ;
Miyaura, C ;
Inada, M ;
Kubo, A ;
Itai, A .
CHEMISTRY & BIOLOGY, 2001, 8 (04) :341-355
[7]   A new medicinal application of boron clusters. Potent nuclear receptor ligands bearing carborane as a hydrophobic pharmacophore [J].
Endo, Y .
CONTEMPORARY BORON CHEMISTRY, 2000, (253) :139-143
[8]   CARBORANES .2. PREPARATION OF 1- AND 1,2-SUBSTITUTED CARBORANES [J].
FEIN, MM ;
MAYES, N ;
COHEN, MS ;
GRAFSTEIN, D ;
LICHSTEIN, BM ;
BOBINSKI, J ;
PAUSTIAN, JE ;
SCHWARTZ, NN .
INORGANIC CHEMISTRY, 1963, 2 (06) :1115-&
[9]   HORMONE-RECEPTOR INTERACTIONS - CARBORANYLALANINE (CAR) AS A PHENYLALANINE ANALOG - REACTIONS WITH CHYMOTRYPSIN [J].
FISCHLI, W ;
LEUKART, O ;
SCHWYZER, R .
HELVETICA CHIMICA ACTA, 1977, 60 (03) :959-963
[10]   Synthesis of novel boronated acridines- and spermidines as possible agents for BNCT [J].
Ghaneolhosseini, H ;
Tjarks, W ;
Sjöberg, S .
TETRAHEDRON, 1998, 54 (15) :3877-3884