Challenges and Opportunities for the Application of Boron Clusters in Drug Design

被引:254
作者
Lesnikowski, Zbigniew J. [1 ]
机构
[1] Polish Acad Sci, Inst Med Biol, Lab Mol Virol & Biol Chem, 106 Lodowa St, PL-93232 Lodz, Poland
关键词
NEUTRON-CAPTURE THERAPY; POTENTIAL DELIVERY AGENTS; NEUROPEPTIDE-Y ANALOGS; CARBORANYL OLIGONUCLEOTIDES; BIOLOGICAL EVALUATION; 3-DIMENSIONAL AROMATICITY; CARBABORANE DERIVATIVES; MEDICINAL CHEMISTRY; LABELED ANTIBODIES; ALKOXY DERIVATIVES;
D O I
10.1021/acs.jmedchem.5b01932
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
There are two branches in boron medicinal chemistry: the first focuses on single boron atom compounds, and the second utilizes boron clusters. Boron clusters and their heteroatom counterparts belong to the family of cage compounds. A subset of this extensive class of compounds includes dicarbadodecaboranes, which have the general formula C2B10H12, and their metal biscarboranyl complexes, metallacarboranes, with the formula [M(C2B10H12)(2)(-2)]. The unique properties of boron clusters have resulted in their utilization in applications such as in pharmacophores, as scaffolds in molecular construction and as modulators of bioactive compounds. This perspective presents an overview of the properties of boron clusters that are pertinent for drug discovery, recent applications in the design of various classes of drugs and the potential use of boron clusters in the construction of new pharmaceuticals.
引用
收藏
页码:7738 / 7758
页数:21
相关论文
共 136 条
[1]   Potent and selective inhibitors of the proteasome: Dipeptidyl boronic acids [J].
Adams, J ;
Behnke, M ;
Chen, SW ;
Cruickshank, AA ;
Dick, LR ;
Grenier, L ;
Klunder, JM ;
Ma, YT ;
Plamondon, L ;
Stein, RL .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (04) :333-338
[2]  
Adamska A, 2012, ACTA POL PHARM, V69, P1218
[3]   Synthesis of N3-substituted carboranyl thymidine bioconjugates and their evaluation as substrates of recombinant human thymidine kinase 1 [J].
Agarwal, Hitesh K. ;
McElroy, Craig A. ;
Sjuvarsson, Elena ;
Eriksson, Staffan ;
Darby, Michael V. ;
Tjarks, Werner .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 60 :456-468
[4]   Receptor-Mediated Uptake of Boron-Rich Neuropeptide Y Analogues for Boron Neutron Capture Therapy [J].
Ahrens, Verena M. ;
Frank, Rene ;
Boehnke, Solveig ;
Schuetz, Christian L. ;
Hampel, Gabriele ;
Iffland, Dorothee S. ;
Bings, Nicolas H. ;
Hey-Hawkins, Evamarie ;
Beck-Sickinger, Annette G. .
CHEMMEDCHEM, 2015, 10 (01) :164-172
[5]   Synthesis of a small library of 3-(Carboranylalkyl)thymidines and their biological evaluation as substrates for human thymidine kinases 1 and 2 [J].
Al-Madhoun, AS ;
Johnsamuel, J ;
Yan, JH ;
Ji, WH ;
Wang, JH ;
Zhuo, JC ;
Lunato, AJ ;
Woollard, JE ;
Hawk, AE ;
Cosquer, GY ;
Blue, TE ;
Eriksson, S ;
Tjarks, W .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (18) :4018-4028
[6]  
[Anonymous], 1992, CHEM REV, V92, P175
[7]   The bioinorganic and medicinal chemistry of carboranes: from new drug discovery to molecular imaging and therapy [J].
Armstrong, Andrea F. ;
Valliant, John F. .
DALTON TRANSACTIONS, 2007, (38) :4240-4251
[8]   Boron-containing inhibitors of synthetases [J].
Baker, Stephen J. ;
Tomsho, John W. ;
Benkovic, Stephen J. .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (08) :4279-4285
[9]   Therapeutic potential of boron-containing compounds [J].
Baker, Stephen J. ;
Ding, Charles Z. ;
Akama, Tsutomu ;
Zhang, Yong-Kang ;
Hernandez, Vincent ;
Xia, Yi .
FUTURE MEDICINAL CHEMISTRY, 2009, 1 (07) :1275-1288
[10]   Boron-Based Drug Design [J].
Ban, Hyun Seung ;
Nakamura, Hiroyuki .
CHEMICAL RECORD, 2015, 15 (03) :616-635