HETEROCYCLES, Vol. 88, No. 1, 2014
545
Roques, 'DNA Binding and Biological Properties of Bis and Tris Interacting Molecules,' ed. by M. G.
Simic, L. Grossman, and A. C. Upton, Mechanisms of DNA Damage and Repair, Plenum Press, New
York, 1986, pp. 219-230; (d) S. Neidle and M. J. Waring, 'Molecular Aspects of Anti-Cancer Drug
Action,' MacMillan Press, London, 1983; (e) P. L. Hamilton and D. P. Arya, Nat. Prod. Rep., 2012,
2
9, 134; (f) B. C. Baguley, Horizons Can. Res., 2012, 48, 47.
2
.
For recent examples, see (a) Y. Chu, V. Lynch, and B. L. Iverson, Tetrahedron, 2006, 62, 5536; (b)
Y. Chu, S. Sorey, D. W. Hoffman, and B. L. Iverson, J. Am. Chem. Soc., 2007, 129, 1304; (c) L. D.
Van Vliet, T. Ellis, P. J. Foley, L. Liu, F. M. Pfeffer, R. A. Russell, R. N. Warrener, F. Hollfelder,
and M. J. Waring, J. Med. Chem., 2007, 50, 2326; (d) T. Gaslonde, S. Michel, M. Koch, B. Pfeiffer,
S. Léonce, A. Pierré, and F. Tillequin, Chem. Pharm. Bull., 2007, 55, 734; (e) B. B. Hasinoff, H.
Liang, X. Wu, L. J. Guziec, F. S. Guziec, Jr., K. Marshall, and J. C. Yalowich, Bioorg. Med. Chem.,
2
008, 16, 3959; (f) L. M. Wilhelmsson, N. Kingi, and J. Bergman, J. Med. Chem., 2008, 51, 7744;
(g) J. Galisteo, P. Navarro, L. Campayo, M. J. R. Yunta, F. Gómez-Contreras, J. A. Villa-Pulgarin, B.
G. Sierra, F. Mollinedo, J. Gonzalez, and E. Garcia-España, Bioorg. Med. Chem., 2010, 18, 5301; (h)
R. Zhang, X. Wu, J. C. Yalowich, and B. B. Hasinoff, Bioorg. Med. Chem., 2011, 19, 7023; (i) D. H.
Paik and T. T. Perkins, Angew. Chem. Int. Ed., 2012, 51, 1811; (j) K. Duskova, S. Sierra, M.-J.
Fernández, L. Gude, and A. Lorente, Bioorg. Med. Chem., 2012, 20, 7112.
3
.
(a) For a review of ditercalinium and other bis-pyridocarbazoles, see G. W. Gribble, 'The Alkaloids,'
Vol. 39, ed. by A. Brossi, Academic Press, New York, 1990, pp. 239-352; (b) For a leading
reference on ditercalinium and novel dimers in the 7H-pyrido[4,3-c]carbazole series, see C.
Garbay-Jaureguiberry, M. C. Barsi, A. Jacquemin-Sablon, J. B. Le Pecq, and B. P. Roques, J. Med.
Chem., 1992, 35, 72; (c) For its mode of action, see M. Okamaoto, T. Ohsato, K. Nakada, K. Isobe, J.
N. Spelbrink, J.-I. Hayashi, N. Hamasaki, and D. Kang, Curr. Genet., 2003, 43, 364.
For an excellent review of these natural products, see S. Dawson, J. P. Malkinson, D. Paumier, and
M. Searcey, Nat. Prod. Rep., 2007, 24, 109.
4
5
.
.
For recent reviews, see (a) G. P. Moloney, D. P. Kelly, and P. Mack, Molecules, 2001, 6, 230; (b) G.
Gellerman, Org. Prep. Proc. Int., 2012, 44, 187; (c) R. Kumar, M. Kaur, and M. Kumari, Acta Pol.
Pharm. Drug Res., 2012, 69, 3; (d) B. C. Baguley, L. P. G. Wakelin, J. D. Jacintho, and P. Kovacic,
Curr. Med. Chem., 2003, 10, 2643.
6
.
For recent examples, see (a) Z. Yan, S. Sikri, D. L. Beveridge, and A. M. Baranger, J. Med. Chem.,
2
007, 50, 4096; (b) S.-S. Wang, Y.-J. Lee, S.-C. Hsu, H.-O. Chang, W.-K. Yin, L.-S. Chang, and
S.-Y. Chou, Bioorg. Med. Chem., 2007, 15, 735; (c) C. Martins, M. Gunaratnam, J. Stuart, V.
Makwana, O. Greciano, A. P. Reszka, L. R. Kelland, and S. Neidle, Bioorg. Med. Chem. Lett., 2007,
1
7, 2293; (d) Z. Ma, J. R. Choudhury, M. W. Wright, C. S. Day, G. Saluta, G. L. Kucera, and U.