Comparative molecular field analysis and comparative molecular similarity indices analysis of boron-containing human thymidine kinase 1 substrates

Bioorganic and Medicinal Chemistry

Volumn 14, Issue 20, 2006, Pages 6924-6932

  Bandyopadhyaya, Achintya K ^a   Tiwari, Rohit ^a   Tjarks, Werner ^a  

^a OHIO STATE UNIVERSITY   (United States)

Author keywords

3 carboranyl thymidine analogues (3CTAs); 3D QSAR; Boron neutron capture therapy (BNCT); CoMFA; CoMSIA; Human thymidine kinase 1 (hTK1); Phosphorylation

Indexed keywords

THYMIDINE KINASE 1;

ARTICLE; EVALUATION; MOLECULAR DYNAMICS; MOLECULAR MODEL; NEUTRON CAPTURE THERAPY; PREDICTION; QUANTITATIVE STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION;

BORON; ELECTROSTATICS; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; STATIC ELECTRICITY; SUBSTRATE SPECIFICITY; THYMIDINE KINASE;

EID: 33748115286     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.06.037     Document Type: Article

References (40)

1. Barth R.F., Coderre J.A., Vicente M.G.H., and Blue T.E. Clin. Cancer Res. 11 (2005) 3987
2. Soloway A.H., Tjarks W., Barnum B.A., Rong F.-G., Barth R.F., Codogni I.M., and Wilson J.G. Chem. Rev. 98 (1998) 1515
3. Byun Y., Narayanasamy S., Johnsamuel J., Bandyopadhyaya A.K., Tiwari R., Al-Madhoun A.S., Barth R.F., Eriksson S., and Tjarks W. Anti-Cancer Agents Med. Chem. 6 (2006) 127
4. Al-Madhoun A.S., Johnsamuel J., Barth R.F., Tjarks W., and Eriksson S. Cancer Res. 64 (2004) 6280
5. Al-Madhoun A.S., Johnsamuel J., Yan J., Ji W., Wang J., Zhuo J.-C., Lunato A.J., Woollard J.E., Hawk A.E., Cosquer G.Y., Blue T.E., Eriksson S., and Tjarks W. J. Med. Chem. 45 (2002) 4018
6. Barth R.F., Yang W., Al-Madhoun A.S., Johnsamuel J., Byun Y., Chandra S., Smith D.R., Tjarks W., and Eriksson S. Cancer Res. 64 (2004) 6287
7. Byun Y., Yan J., Al-Madhoun A.S., Johnsamuel J., Yang W., Barth R.F., Eriksson S., and Tjarks W. J. Med. Chem. 48 (2005) 1188
8. Johnsamuel J., Lakhi N., Al-Madhoun A.S., Byun Y., Yan J., Eriksson S., and Tjarks W. Bioorg. Med. Chem. 12 (2004) 4769
9. Lunato A.J., Wang J., Woollard J.E., Anisuzzaman A.K.M., Ji W., Rong F.-G., Ikeda S., Soloway A.H., Eriksson S., Ives D.H., Blue T.E., and Tjarks W. J. Med. Chem. 42 (1999) 3378
10. Al-Madhoun A.S., Tjarks W., and Eriksson S. Mini-Rev. Med. Chem. 4 (2004) 341
11. Birringer M.S., Claus M.T., Folkers G., Kloer D.P., Schulz G.E., and Scapozza L. FEBS Lett. 579 (2005) 1376
12. Welin M., Kosinska U., Mikkelsen N.-E., Carnrot C., Zhu C., Wang L., Eriksson S., Munch-Petersen B., and Eklund H. Proc. Natl. Acad. Sci. U.S.A. 101 (2004) 17970
13. Kosinska U., Carnrot C., Eriksson S., Wang L., and Eklund H. FEBS J. 272 (2005) 6365
14. Mizutani M.Y., Takamatsu Y., Ichinose T., Nakamura K., and Itai A. Proteins: Struct. Funct. Bioinform. 63 (2006) 878
15. Johnsamuel J., Byun Y., Jones T.P., Endo Y., and Tjarks W. Bioorg. Med. Chem. Lett. 13 (2003) 3213
16. Johnsamuel J., Byun Y., Jones T.P., Endo Y., and Tjarks W. J. Organomet. Chem. 680 (2003) 223
17. Endo Y., Yaguchi K., Tsuji M., Yamaguchi K., and Shudo K. Chem. Pharm. Bull. 47 (1999) 699
18. Endo Y., Yoshimi T., Kimura K., and Itai A. Bioorg. Med. Chem. Lett. 9 (1999) 2561
19. Endo Y., Iijima T., Yaguchi K., Kawachi E., Inoue N., Kagechika H., Kubo A., and Itai A. Bioorg. Med. Chem. Lett. 11 (2001) 1307
20. Endo Y., Iijima T., Yamakoshi Y., Fukasawa H., Miyaura C., Inada M., Kubo A., and Itai A. Chem. Biol. 8 (2001) 341
21. Tsuji M., Koiso Y., Takahashi H., Hashimoto Y., and Endo Y. Biol. Pharm. Bull. 23 (2000) 513
22. Mizutani M.Y., Tomioka N., and Itai A. J. Mol. Biol. 243 (1994) 310
23. Hawthorne M.F., and Lee Mark W. J. Neurooncol. 62 (2003) 33
24. Bandyopadhyaya A.K., Johnsamuel J., Al-Madhoun A.S., Eriksson S., and Tjarks W. Bioorg. Med. Chem. 13 (2005) 1681
25. Byun Y., Yan J., Al-Madhoun A.S., Johnsamuel J., Yang W., Barth R.F., Eriksson S., and Tjarks W. Appl. Radiat. Isot. 61 (2004) 1125
26. Bhongade B.A., and Gadad A.K. Bioorg. Med. Chem. 12 (2004) 2797
27. Datar P., Desai P., Coutinho E., and Iyer K. J. Mol. Model. 8 (2002) 290
28. Doytchinova I., Valkova I., and Natcheva R. Quant. Struct.-Act. Relat. 20 (2001) 124
29. Lepper E.R., Ng S.S.W., Guetschow M., Weiss M., Hauschildt S., Hecker T.K., Luzzio F.A., Eger K., and Figg W.D. J. Med. Chem. 47 (2004) 2219
30. Spadola L., Novellino E., Folkers G., and Scapozza L. Eur. J. Med. Chem. 38 (2003) 413
31. Sperandio da Silva G.M., Sant'Anna C.M.R., and Barreiro E.J. Bioorg. Med. Chem. 12 (2004) 3159
32. Ungwitayatorn J., Samee W., and Pimthon J. J. Mol. Struc. 689 (2004) 99
33. Zhu L., Hou T., and Xu X. J. Mol. Model. 7 (2001) 223
34. Cramer R.D. J. Med. Chem. 46 (2003) 374
35. Böhm M., Stürzebecher J., and Klebe G. J. Med. Chem. 42 (1999) 458
36. Sutherland J.J., O'Brien L.A., and Weaver D.F. J. Med. Chem. 47 (2004) 5541
37. Clark R.D., and Fox P.C. J. Comput. Aided Mol. Des. 18 (2004) 563
38. Ashek A., and Cho S.J. Bioorg. Med. Chem. 14 (2006) 1474
39. Yan J., Naeslund C., Al-Madhoun Ashraf S., Wang J., Ji W., Cosquer Guirec Y., Johnsamuel J., Sjoberg S., Eriksson S., and Tjarks W. Bioorg. Med. Chem. Lett. 12 (2002) 2209
40. Wang J., Lunato A.J., Anisuzzaman A.K.M., Ikeda S., Ji W., Rong F.-G., Eriksson S., Ives D.H., Soloway A.H., and Tjarks W. Evaluation of carboranyl 2′-deoxyuridine derivatives as substrates for human thymidine kinases 1 and 2. In: Hawthorne M.F. (Ed). Frontiers in Neutron Capture Therapy Vol. 2 (2001), Plenum Publishers, New York 1009-1013