5-Methyl-Benzofuro[3,2-b]quinoline Derivatives as DNA Binders

Article Preview

Abstract:

Several derivatives of 5-methyl-benzofuro [3,2-quinoline (O-isostere of cryptolepine) were synthesized. Spectrometric experiments and molecular modeling indicated that these derivatives interacted with duplex DNA by intercalation binding mode. The derivatives with aniline substituent exhibited superior DNA binding affinity to that of lead compound 5-methyl-benzofuro [3,2-quinoline.

You might also be interested in these eBooks

Info:

Periodical:

Pages:

73-78

Citation:

Online since:

June 2013

Export:

Price:

Permissions CCC:

Permissions PLS:

Сopyright:

© 2013 Trans Tech Publications Ltd. All Rights Reserved

Share:

Citation:

[1] G. Bischoff, S. Hoffmann, Curr. Med. Chem. 9 (2002), 321–348.

Google Scholar

[2] M.F. Brana, M. Cacho, A. Gradillas, B. De Pascual-Teresa, A. Ramos, Curr. Pharm. Des. 7 (2001) 1745–1780.

Google Scholar

[3] L.H. Hurley, Nat. Rev. Cancer 2 (2002) 188–200.

Google Scholar

[4] S. J. Holt, V. Petrow, J. Chem. Soc. (1947), 607–611.

Google Scholar

[5] D. E. Bierer, L. G. Dubenko, P. Zhang, J. Med. Chem. 41 (1998), 2754–2764.

Google Scholar

[6] K. Bonjean, M. C. De Pauw-Gillet, M. P. Defresne, P. Colson, C. Houssier, L. Dassonneville, C. Bailly, R. Greimers, C. Wright, J. Quetin-Leclercq, M. Tits, L. Angenot, Biochemistry, 37 (1998), 5136–5146.

DOI: 10.1021/bi972927q

Google Scholar

[7] J. N Lisgarten, M.Coll, J. W. W. C Portugal,. J. Aymami, Nat. Struct. Biol. 9 (2002), 57–60.

Google Scholar

[8] J.-L Zhou, Y.-J. Lu, T.-M. Ou, J.-M Zhou, Z.-S. Huang, X.-F. Zhu, C.-J. Du, X.-Z. Bu, L. Ma, L.-Q. Gu, Y.-M. Li, A. S.-C. Chan, J. Med. Chem. 48 (2005), 7315–7321.

Google Scholar

[9] Y.-J. Lu, T.-M. Ou, J.-H. Tan, J-Q. Hou, W.-Y. Shao, D. Peng, N. Sun, X.-D. Wang, W.-B. Wu, X.-Z. Bu, Z.-S. Huang, D.-L. Ma, K.-Y. Wong, L.-Q. Gu, J. Med. Chem.51 (2008), 6381–6392.

Google Scholar

[10] T.-M. Ou, Y.-J. Lu, C. Zhang, Z.-S. Huang, X.-D. Wang, J.-H. Tan, Y. Chen, D.-L. Ma, K.-Y. Wong, J. C.-O. Tang, A. S.-C. Chan, L.-Q. Gu, J. Med. Chem. 50 (2007), 1465–1474.

Google Scholar

[11] X.-D. Wang, T.-M. Ou, Y.-J. Lu, Z. Li, Z. Xu, C. Xi, J.-H. Tan, S.-L. Huang, L.-K. An, D. Li, L.-Q. Gu, Z.-S. Huang, J. Med. Chem. 53 (2010), 4390–1474.

Google Scholar

[12] R. M. Wadkins, D. E. Graves, Nucleic Acids Res. 17(1989), 9933–9946.

Google Scholar

[13] J. L. Nitiss, Nature Rev. Cancer 9 (2009), 338–350.

Google Scholar

[14] Y.-J. Lu, N. Sun, Z.-S. Huang, L.-Q. Gu, Z.-S. Huang, Chin. Chem. Lett. 19 (2008) 518–520.

Google Scholar

[15] W.Y. Zhong, J.S. Yu, W.L. Huang, K. Ni, Y.Q. Liang, Biopolymers 62 (2001) 315–323.

Google Scholar

[16] Information on http://www.rcsb.org/pdb/explore/explore.do?structureId=3FT6

Google Scholar

[17] E. Kellenberger, J. Rodrigo, P. Muller, and D. Rognan, Proteins: Structure, Function, and Bioinformatics 57(2004), 225–242.

DOI: 10.1002/prot.20149

Google Scholar