Exploration of small hydroxy-9,10-anthraquinones as anthracycline analogues: Physicochemical characteristics and DNA binding for comparison

Journal of Physical Organic Chemistry

Volumn 25, Issue 5, 2012, Pages 385-393

  Mukherjee, Sayantani ^a,b   Das, Piyal ^a   Das, Saurabh ^a  

^a JADAVPUR UNIVERSITY   (India)

^b Harinavi Subhasini Girls' High School   (India)

Author keywords

1,2,5,8 tetrahydroxy 9,10 anthraquinone; anthracycline; binding constant; calf thymus DNA; pK; site size

Indexed keywords

1,2,5,8-TETRAHYDROXY-9,10-ANTHRAQUINONE; ANTHRACYCLINE; BINDING CONSTANT; CALF THYMUS DNA; PK; SITE SIZE;

AROMATIC COMPOUNDS; CHEMICAL MODIFICATION; DISSOCIATION; KETONES; SUGARS; ULTRAVIOLET SPECTROSCOPY; ULTRAVIOLET VISIBLE SPECTROSCOPY;

DNA;

EID: 84860341328     PISSN: 08943230     EISSN: 10991395     Source Type: Journal    
DOI: 10.1002/poc.1928     Document Type: Article

References (33)

1. F. Arcamone, S. Penco, in: Anthracycline and Anthracenedione-Based Anticancer Agents (Ed:, J. W. Lown,) Elsevier, Amsterdam, 1988.
2. P. K. Dutt, J. A. Hutt, Biochemistry 1986, 25, 691.
3. P. M. May, C. K. Williams, V. R. Williams, Eur. J. Cancer 1980, 16, 1275.
4. A. D. Marco, M. Gaetani, P. Orezzi, B. Scarpinato, R. Silvestrini, M. Soladati, T. Dasdia, L. Valentini, Nature 1964, 201, 706.
5. K. J. A. Davies, J. H. Doroshow, J. Biol. Chem. 1986, 261, 3060.
6. S. Das, A. Saha, P. C. Mandal, Talanta 1996, 43, 95.
7. P. S. Guin, S. Das, P. C. Mandal, J. Inorg. Biochem. 2009, 103, 1702.
8. P. S. Guin, S. Das, P. C. Mandal, J. Phys. Org. Chem. 2010, 23, 477.
9. P. Das, P. S. Guin, P. C. Mandal, M. Paul, S. Paul, S. Das, J. Phys. Org. Chem. 2011, 24, 774.
10. V. H. DuVernay, J. A. Pachter, S. T. Crooke, Cancer Res. 1980, 40, 387.
11. N. C. Connors, P. L. Bartel, W. R. Strohl, J. Gen. Microbiol. 1990, 136, 1895.
12. F. Frezard, A. Garnier-Suillerot, Biochim. Biophys. Acta 1990, 1036, 121.
13. T. Banerjee, R. Mukhopadhyay, Biochem. Biophys. Res. Comm. 2008, 374, 264.
14. P. S. Guin, S. Das, P. C. Mandal, Int. J. Electrochem. Sci. 2008, 3, 1016.
15. K. Pors, Z. Paniwnyk, P. Teesdale-Spittle, J. A. Plumb, E. Willmore, C. A. Austin, L. H. Patterson, Mol. Cancer Ther. 2003, 2, 607.
16. A. Nemeikaite-Ceniene, E. Sergediene, H. Nivinskas, N. Cenas, Z. Naturforsch. 2002, 57, 822.
17. W. Priebe, Molecules 2000, 5, 299.
18. P. S. Guin, S. Das, P. C. Mandal, J. Soln. Chem. 2011, 40, 492.
19. S. Das, A. Saha, P. C. Mandal, Ind. J. Expt. Biol. 1996, 34, 859.
20. S. Das, A. Saha, P. C. Mandal, Env. Health Pers. 1997, 105, 1459.
21. S. Das, A. Saha, P. C. Mandal, Rad. Phys. Chem. 2009, 78, 37.
22. K. L. Snyder, R. N. Zare, Anal. Chem. 2003, 75, 3086.
23. G. Scatchard, Ann. NY Acad. Sci. 1949, 51, 660.
24. F. G. Bordwell, Organic Chemistry, The Macmillan Company, New York, 1963, 867.
25. J. Schmidt, in: Organic Chemistry (Ed:, N. Campbell,) Oliver and Boyd, London, 1955.
26. E. Pereira, M. M. L. Fiallo, A. Garnier-Suillerot, T. Kiss, H. Kozlowski, J. Chem. Soc. Dalton Trans. 1993, 455.
27. M. M. L. Fiallo, A. Garnier-Suillerot, J. Inorg. Biochem. 1987, 31, 43.
28. H. Beraldo, A. Garnier-Suillerot, L. Tosi, Inorg. Chem. 1983, 22, 4117.
29. J. A. Pachter, C.-H. Huang, V. H. DuVernay, A. W. Prestayko, S. T. Crooke, Biochemistry 1982, 21, 1541.
30. V. H. DuVernay, J. A. Pachter, S. T. Crooke, Biochemistry 1979, 18, 4024.
31. T. Komiyama, T. Oki, T. Inui, Biochim. Biophys. Acta 1983, 740, 80.
32. F. Zunino, A. Di Marco, A. Zaccara, Chem-Biol. Inter. 1979, 24, 217.
33. P. V. Scaria, R. H. Shafer, J. Biol. Chem. 1991, 266, 5417.