Synthesis and biological evaluation of a targeted DNA-binding transcriptional activator with HDAC8 inhibitory activity

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 14, 2013, Pages 4201-4209

  Saha, Abhijit ^a   Pandian, Ganesh N ^b   Sato, Shinsuke ^b   Taniguchi, Junichi ^a   Hashiya, Kaori ^a   Bando, Toshikazu ^a   Sugiyama, Hiroshi ^a,b  

^a KYOTO UNIVERSITY   (Japan)

^b KYOTO UNIVERSITY   (Japan)

Author keywords

Biomimetic synthesis; Developmental genes; DNA recognition; HDAC8 inhibition; Transcriptional activators

Indexed keywords

HISTONE DEACETYLASE 8; HISTONE H3; HYDROXAMIC ACID; JAY AMIN HYDROXAMIC ACID; POLYAMIDE; PYRROLE IMIDAZOLE POLYAMIDE; TRANSCRIPTION FACTOR OTX2; UNCLASSIFIED DRUG; VORINOSTAT;

ACETYLATION; ANIMAL CELL; ARTICLE; CONJUGATION; CONTROLLED STUDY; DNA BINDING; EMBRYO; ENZYME INHIBITION; EPIGENETICS; GENE EXPRESSION REGULATION; GENE INDUCTION; GENE REGULATORY NETWORK; GENE REPRESSION; LHX1 GENE; MOLECULAR RECOGNITION; MOUSE; NONHUMAN; PROMOTER REGION; TRANSCRIPTION FACTOR OTX2 GENE; TRANSCRIPTION INITIATION;

BINDING SITES; CELLS, CULTURED; DNA; DRUG DELIVERY SYSTEMS; HISTONE DEACETYLASE INHIBITORS; HISTONE DEACETYLASES; INHIBITORY CONCENTRATION 50; MOLECULAR STRUCTURE; NYLONS; PYRROLES; TRANSCRIPTIONAL ACTIVATION;

EID: 84879027684     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.05.002     Document Type: Article

References (40)

1. U. Wahnert, O. Zimmer, G. Luck, and O. Pitra Nucleic Acids Res. 2 1975 391
2. M.L. Kopka, C. Yoon, D. Goodsell, P. Pjura, and R.E. Dickerson Mol. Biol. 183 1985 553
3. K.L. Buchmueller, A.M. Staples, C.M. Howard, S.M. Horick, P.B. Uthe, N.M. Le, K.K. Cox, B. Nguyen, K.A. Pacheco, W.D. Wilson, and M. Lee J. Am. Chem. Soc. 127 2005 742
4. J.M. Gottesfeld, L. Neely, J.W. Trauger, E.E. Baird, and P.B. Dervan Nature 387 1997 202
5. T. Bando, and H. Sugiyama Acc. Chem. Res. 39 2006 935
6. S. Nishijima, K. Shinohara, T. Bando, M. Minoshima, G. Kashiwazaki, and H. Sugiyama Bioorg. Med. Chem. 18 2010 978
7. Z.F. Tao, T. Fujiwara, I. Saito, and H. Sugiyama J. Am. Chem. Soc. 121 1999 4961
8. Z.F. Tao, I. Saito, and H. Sugiyama J. Am. Chem. Soc. 122 2000 1602
9. G. Kashiwazaki, T. Bando, T. Yoshidome, S. Masui, T. Takagaki, K. Hashiya, G.N. Pandian, J. Yasuoka, K. Akiyoshi, and H. Sugiyama J. Med. Chem. 55 2012 2057
10. T. Takagaki, T. Bando, and H. Sugiyama J. Am. Chem. Soc. 134 2012 13074
11. T.P. Best, B.S. Edelson, N.G. Nickols, and P.B. Dervan Proc. Natl. Acad. Sci. U.S.A. 100 2003 12063
12. E.J. Fechter, B. Olenyuk, and P.B. Dervan J. Am. Chem. Soc. 127 2005 16685
13. B.J. Correa, D. Canzio, A.L. Kahane, P.M. Reddy, and T.C. Bruice Bioorg. Med. Chem. Lett. 16 2006 3745
14. J.W. Puckett, K.A. Muzikar, J. Tietjen, C.L. Warren, A.Z. Ansari, and P.B. Dervan J. Am. Chem. Soc. 129 2007 12310
15. T. Vaijayanthi, T. Bando, G.N. Pandian, and H. Sugiyama ChemBioChem 13 2012 2170
16. T. Vaijayanthi, T. Bando, K. Hashiya, G.N. Pandian, and H. Sugiyama Bioorg. Med. Chem. 21 2013 852
17. Y. Shi, J.T. Do, C. Desponts, H.S. Hahm, H.R. Schöler, and S. Ding Cell Stem Cell 2 2008 525
18. D. Huangfu, R. Maehr, W. Guo, A. Eijkelenboom, M. Snitow, A.E. Chen, and D.A. Melton Nat. Biotechnol. 26 2008 795
19. T.S. Mikkelsen, J. Hanna, X. Zhang, M. Ku, M. Wernig, P. Schorderet, B.E. Bernstein, R. Jaenisch, E.S. Lander, and A. Meissner Nature 454 2008 49
20. A. Ohtsuki, M.T. Kimura, M. Minoshima, T. Suzuki, M. Ikeda, T. Bando, H. Nagase, K. Shinohara, and H. Sugiyama Tetrahedron Lett. 50 2009 7288
21. G.N. Pandian, and H. Sugiyama Biotechnol. J. 7 2012 798
22. G.N. Pandian ChemBioChem 12 2011 2822
23. G.N. Pandian, A. Ohtsuki, T. Bando, S. Sato, K. Hashiya, and H. Sugiyama Bioorg. Med. Chem. 20 2012 2656
24. G.N. Pandian, Y. Nakano, S. Sato, H. Morinaga, T. Bando, H. Nagase, and H. Sugiyama Sci. Rep. 2 2012 544
25. E. Pontiki, and D.H. Lintina Med. Res. Rev. 32 2012 1
26. M.S. Finnin, J.R. Donigian, A. Cohen, V.M. Richon, R.A. Rifkind, P.A. Marks, R.N. Breslow, and P. Pavletich Nature 401 1999 188
27. J. Spencer ACS Med. Chem. Lett. 2 2011 358
28. M. Haberland, M.H. Mokalled, R.L. Montgomery, and E.N. Olson Gene Dev. 23 2009 1625
29. K.V. Butler, J. Kalin, C. Brochier, G. Vistoli, B. Langley, and A.P. Kozikowski J. Am. Chem. Soc 132 2010 10842
30. B.L. Kidder, and S. Palmer Nucleic Acids Res. 40 2012 2925
31. R.B. Vega1, K. Matsuda, and J. Oh Cell 119 2004 555 566
32. G.N. Pandian, and H. Sugiyama Pharmaceuticals 6 2013 1
33. J. Wang, S. Rao, J. Chu, X. Shen, D.N. Levasseur, T.W. Theunissen, and S.H. Orkin Nature 444 2006 364
34. R. Li Cell Stem Cell 7 2010 51
35. C.S. Jacobs, and P.B. Dervan J. Med. Chem. 52 2009 7380
36. B.J. Wilson, A.M. Tremblay, G. Deblois, G. Sylvain-Drolet, and V. Giguère Mol. Endocrinol. 24 2010 1349
37. E. Puelles, A. Annino, and F. Tuorto Development 131 2004 2037
38. D. Acampora, L.G. Di Giovannantonio, and A. Simeone Development 140 2012 43
39. W. Shawlot, M. Wakamiya, K.M. Kwan, A. Kania, T.M. Jessell, and R.R. Behringer Development 126 1999 4925
40. M. Minoshima, T. Bando, S. Sasaki, J. Fujimoto, and H. Sugiyama Nucleic Acids Res. 36 2008 2889