Towards new boron carriers for boron neutron capture therapy: Metallacarboranes bearing cobalt, iron and chromium and their cholesterol conjugates

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 5, 2013, Pages 1136-1142

  Białek Pietras, Magdalena ^a   Olejniczak, Agnieszka B ^a   Tachikawa, Shoji ^b   Nakamura, Hiroyuki ^b   Leśnikowski, Zbigniew J ^a  

^a INSTITUTE OF MEDICAL BIOLOGY   (Poland)

^b GAKUSHUIN UNIVERSITY   (Japan)

Author keywords

Boron carriers; Boron neutron capture therapy (BNCT); Boronated liposomes; Cholesterol conjugates; Colon 26 cells; Metallacarboranes

Indexed keywords

3 [(7,8 DICARBANIDO UNDECARBORANE) 3 OXAPENTOXY]THIOCHOLESTEROL; 3 [5 [[BIS (1,2 DICARBACLOSO UNDECARBORANE)COMMO 3,3' CHROMIUM] 8 YL] 3 OXAPENTOXY]THIOCHOLESTEROL; 3 [5 [[BIS (1,2 DICARBACLOSO UNDECARBORANE)COMMO 3,3' COBALT] 8 YL] 3 OXAPENTOXY]THIOCHOLESTEROL; 3 [5 [[BIS (1,2 DICARBACLOSO UNDECARBORANE)COMMO 3,3' IRON] 8 YL] 3 OXAPENTOXY]THIOCHOLESTEROL; BORON 10; CHOLESTEROL; CHOLESTEROL METALLACARBORANE CONJUGATE; CHROMIUM; COBALT; DRUG CARRIER; IRON; LIPOSOME; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CANCER CELL; CANCER TISSUE; CELL VIABILITY; COLON CANCER; CONCENTRATION RESPONSE; CONJUGATION; CYTOTOXICITY; DRUG ACCUMULATION; DRUG DELIVERY SYSTEM; DRUG DISTRIBUTION; DRUG TISSUE LEVEL; FEMALE; IC 50; IN VIVO STUDY; LIPID BILAYER; LIPID MEMBRANE; MOUSE; NEUTRON CAPTURE THERAPY; NONHUMAN; PHYSICAL CHEMISTRY; SYNTHESIS; TUMOR VOLUME; TUMOR XENOGRAFT;

ANIMALS; BORON; BORON NEUTRON CAPTURE THERAPY; CELL LINE, TUMOR; CHOLESTEROL; CHROMIUM; COBALT; COLONIC NEOPLASMS; DRUG CARRIERS; FEMALE; IRON; LIPOSOMES; MICE; TISSUE DISTRIBUTION;

MUS;

EID: 84873702184     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.12.039     Document Type: Article

References (28)

1. R.F. Barth, J.A. Coderre, M.G.H. Vicente, and T.E. Blue Clin. Cancer Res. 11 2005 3987
2. Z.J. Leśnikowski New Opportunities in Boron Chemistry for Medical Applications N.S. Hosmane, Boron Science: New Technologies and Applications 2011 CRC Press Boca Raton, FL 3 19
3. F. Issa, M. Kassiou, and L.M. Rendina Chem. Rev. 111 2011 5701
4. Z.J. Leśnikowski, J. Shi, and R.F. Schinazi J. Organomet. Chem. 581 1999 156
5. J.F. Valliant, K.J. Guenther, A.S. King, P. Morel, P. Schaffer, O.O. Sogbein, and K.A. Stephenson Coord. Chem. Rev. 32 2002 173
6. A.A. Vitale, G. Hoffman, and A.B. Pomilio Mol. Med. Chem. 8 2005 1
7. R.N. Grimes Carboranes 2nd ed. 2011 Elsevier Amsterdam pp 1053-1082
8. J.A. Coderre, J.C. Turcotte, K.J. Riley, P.J. Binns, O.K. Harling, and W.S. Kiger Technol. Cancer Res. Treat. 2 2003 355
9. K. Shelly, D.A. Feakes, M.F. Hawthorne, P.G. Schmidt, T.A. Krisch, and W.F. Bauer Proc. Natl. Acad. Sci. U.S.A. 89 1992 9039
10. H. Yanagie, Y. Fujii, T. Tomita, H. Nariuchi, M. Sekiguchi, and H. Kobayashi Application of Boronated Anti-CEA Immunoliposome to Boron Neutron Capture Therapy B.J. Allen, D.E. Moore, B.V. Harrrington, Progress in Neutron Capture Therapy for Cancer 1992 Plenum Press New York 273 275
11. H. Nakamura Liposomal Boron Delivery for Neutron Capture Therapy D. Nejat, Methods Enzymol Vol. 465 2009 Academic Press Burlington 179 208
12. F.J. Szoka, and D. Papahadjopoulos Proc. Natl. Acad. Sci. U.S.A. 75 1978 4194
13. N.S. Hosmane Boron Sciences. New Technologies and Applications 2011 CRC Press Boca Raton, FL
14. M. Scholz, and E. Hey-Hawkins Chem. Rev. 111 2011 7035
15. B.A. Wojtczak, A. Andrysiak, B. Gruner, and Z.J. Leśnikowski Chem. Eur. J. 14 2008 10675
16. P. Farràs, F. Teixidor, R. Sillanpää, and C. Viñas Dalton Trans. 39 2010 1716
17. A. Semioshkin, J. Laskova, A. Ilinova, V. Bregadze, and Z.J. Leśnikowski J. Organomet. Chem. 696 2011 539
18. D.A. Feakes, J.K. Spinler, and F.R. Harris Tetrahedron 55 1999 11177
19. H. Nakamura, M. Ueno, J.-D. Lee, H.S. Ban, E. Justus, P. Fan, and D. Gabel Tetrahedron Lett. 48 2007 3151
20. B.T.S. Thirumamagal, X.B. Zhao, A.K. Bandyopadhyaya, S. Narayanasamy, J. Johnsamuel, R. Tiwari, D.W. Golightly, V. Patel, B.T. Jehning, M.V. Backer, R.F. Barth, R.J. Lee, J.M. Backer, and W. Tjarks Bioconjugate Chem. 17 2006 1141
21. Y. Endo, T. Yoshimi, T. Iijima, and Y. Yamakoshi Bioorg. Med. Chem. Lett. 9 1999 3387
22. Z.J. Leśnikowski Curr. Org. Chem. 11 2007 355
23. Y. Miyajima, H. Nakamura, Y. Kuwata, J.-D. Lee, S. Masunaga, K. Ono, and K. Maruyama Bioconjugate Chem. 17 2006 1314
24. J.-D. Lee, M. Ueno, Y. Miyajima, and H. Nakamura Org. Lett. 9 2007 323
25. M. Ueno, H.S. Ban, K. Nakai, R. Inomata, Y. Kaneda, A. Matsumura, and H. Nakamura Bioorg. Med. Chem. 18 2010 3059
26. Koganei, H.; Ueno, M.; Tachikawa, S.; Tasaki, L.; Ban, H. S.; Suzuki, M.; Shiraishi, K.; Kawano, K.; Yokoyama, M.; Maitani, Y.; Ono, K.; Nakamura, H. Bioconjugate Chem. ASAP. http://dx.doi.org/10.1021/bc300527n.
27. L.K. Bar, Y. Barenholz, and T.E. Thompson Biochemistry 25 1986 6701
28. K.R. Bruckdorfer, and M.K. Sherry Biochim. Biophys. Acta 553 1979 307