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Copyright (c) 2014 A.A. Radwan1, T. Aboul-Fadl3, A. Al-Dhfyan4, W.M. Abdel-Mageeda6
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis and Characterization of bis-3,5-Disubstituted Thiadiazine-2-thione Derivatives as Anticancer Agents
Corresponding Author(s) : A.A. Radwan1
Asian Journal of Chemistry,
Vol. 26 No. 23 (2014)
Abstract
Selective cytotoxic effect toward tumor cells but not the normal tissues represent a major challenge in cancer drug discovery. Herein, we describe the synthesis and selective antitumor activity of some HHT. All the synthesized compounds showed a good antitumor activity against leukemia K562 cells. In regard to cytotoxicity in normal cells, compounds (1-11) showed no cytotoxic effect within 200 μM range, however compounds 12-16 showed non-selective cytotoxic effect.
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- J.C. Medina, D. Roche, B. Shan, R.M. Learned, W.P. Frankmoelle, D.L. Clark, T. Rosen and J.C. Jaen, Bioorg. Med. Chem. Lett., 9, 1843 (1999).
- H.-Y. Park Choo, M. Kim, S.K. Lee, S. Woong Kim and I. Kwon Chung, Bioorg. Med. Chem., 10, 517 (2002).
- B.S.P. Sandor Eckhardt, Curr. Med. Chem. Anticancer Agents, 2, 419 (2002).
- A.A. Radwan, F.K. Alanazi and A. Al-Dhfyan, Drug Res., 63, 129 (2013).
- C. Norbury and P. Nurse, Annu. Rev. Biochem., 61, 441 (1992).
- A.A. Radwan, A. Al-Dhfyan, M.K. Abdel-Hamid, A.A. Al-Badr and T. Aboul-Fadl, Arch. Pharm. Res., 35, 35 (2012).
- H. Dixon and C.J. Norbury, Cell Cycle, 1, 362 (2002).
- T. Kawabe, Mol. Cancer Ther., 3, 513 (2004).
- J.S. Lazo and K. Tamura, J. Pharmacol. Exp. Ther., 296, 364 (2001).
- T. Aboul-Fadl and A. El-Shorbagi, Eur. J. Med. Chem., 31, 165 (1996).
- T. Aboul-Fadl and K. Hassanin, Pharmazie, 54, 244 (1999).
- T. Aboul-Fadl and A.-R. Khalil, Arzneimittelforschung, 53, 526 (2003).
- T. Aboul-Fadl, M.A. Hussein, A.-N. El-Shorbagi and A.-R. Khallil, Arch. Pharm. Pharm. Med. Chem, 335, 438 (2002).
- T. Aboul-Fadl and M. Osman, Sci. Pharm., 70, 359 (2002).
- A. Hyallah and A.A. Radwan, Bull. Pharm. Sci., 30, 39 (2007).
- A.A. Radwan and N.A. Hussein, Bull. Pharm. Sci., 29, 255 (2006).
- W. Schade and A. Rieche, Arch. Pharm., 299, 589 (1966).
- R. Pérez, H. Rodríguez, E. Pérez, M. Suárez, O. Reyes and L.J. González, A.L. de Cerain, O. Ezpelata, C. Pérez and C. Ocho, Arzneimittel-forschung-Drug Res., 50, 854 (2000).
- J. Jakubikova, Y. Bao and J. Sedlak, Anticancer Res., 25, 3375 (2005).
- L. Mi, N. Gan, A. Cheema, S. Dakshanamurthy, X. Wang, D.C.H. Yang and F.-L. Chung, J. Biol. Chem., 284, 17039 (2009).
- S. Karunakaran, N.S. Umapathy, M. Thangaraju, T. Hatanaka, S. Itagaki, D.H. Munn, P.D. Prasad and V. Ganapathy, Biochem. J., 414, 343 (2008).
- X.M. Lu, H.W. Yi, J.L. Xu, Y. Sun, J.X. Li, S.X. Cao and Q.A. Xu, J. Pharm. Pharmacol., 59, 1087 (2007).
- P. Rose, M. Whiteman, P.K. Moore and Y.Z. Zhu, Nat. Prod. Rep., 22, 351 (2005).
- T.M. Paine, H.D. Soule, R.J. Pauley and P.J. Dawson, Int. J. Cancer, 50, 463 (1992).
- E. Saglam, S. Sarac, E. Kilic, M. Özalp and M. Ertan, Turk. J. Pharm. Sci., 8, 159 (2011).
References
J.C. Medina, D. Roche, B. Shan, R.M. Learned, W.P. Frankmoelle, D.L. Clark, T. Rosen and J.C. Jaen, Bioorg. Med. Chem. Lett., 9, 1843 (1999).
H.-Y. Park Choo, M. Kim, S.K. Lee, S. Woong Kim and I. Kwon Chung, Bioorg. Med. Chem., 10, 517 (2002).
B.S.P. Sandor Eckhardt, Curr. Med. Chem. Anticancer Agents, 2, 419 (2002).
A.A. Radwan, F.K. Alanazi and A. Al-Dhfyan, Drug Res., 63, 129 (2013).
C. Norbury and P. Nurse, Annu. Rev. Biochem., 61, 441 (1992).
A.A. Radwan, A. Al-Dhfyan, M.K. Abdel-Hamid, A.A. Al-Badr and T. Aboul-Fadl, Arch. Pharm. Res., 35, 35 (2012).
H. Dixon and C.J. Norbury, Cell Cycle, 1, 362 (2002).
T. Kawabe, Mol. Cancer Ther., 3, 513 (2004).
J.S. Lazo and K. Tamura, J. Pharmacol. Exp. Ther., 296, 364 (2001).
T. Aboul-Fadl and A. El-Shorbagi, Eur. J. Med. Chem., 31, 165 (1996).
T. Aboul-Fadl and K. Hassanin, Pharmazie, 54, 244 (1999).
T. Aboul-Fadl and A.-R. Khalil, Arzneimittelforschung, 53, 526 (2003).
T. Aboul-Fadl, M.A. Hussein, A.-N. El-Shorbagi and A.-R. Khallil, Arch. Pharm. Pharm. Med. Chem, 335, 438 (2002).
T. Aboul-Fadl and M. Osman, Sci. Pharm., 70, 359 (2002).
A. Hyallah and A.A. Radwan, Bull. Pharm. Sci., 30, 39 (2007).
A.A. Radwan and N.A. Hussein, Bull. Pharm. Sci., 29, 255 (2006).
W. Schade and A. Rieche, Arch. Pharm., 299, 589 (1966).
R. Pérez, H. Rodríguez, E. Pérez, M. Suárez, O. Reyes and L.J. González, A.L. de Cerain, O. Ezpelata, C. Pérez and C. Ocho, Arzneimittel-forschung-Drug Res., 50, 854 (2000).
J. Jakubikova, Y. Bao and J. Sedlak, Anticancer Res., 25, 3375 (2005).
L. Mi, N. Gan, A. Cheema, S. Dakshanamurthy, X. Wang, D.C.H. Yang and F.-L. Chung, J. Biol. Chem., 284, 17039 (2009).
S. Karunakaran, N.S. Umapathy, M. Thangaraju, T. Hatanaka, S. Itagaki, D.H. Munn, P.D. Prasad and V. Ganapathy, Biochem. J., 414, 343 (2008).
X.M. Lu, H.W. Yi, J.L. Xu, Y. Sun, J.X. Li, S.X. Cao and Q.A. Xu, J. Pharm. Pharmacol., 59, 1087 (2007).
P. Rose, M. Whiteman, P.K. Moore and Y.Z. Zhu, Nat. Prod. Rep., 22, 351 (2005).
T.M. Paine, H.D. Soule, R.J. Pauley and P.J. Dawson, Int. J. Cancer, 50, 463 (1992).
E. Saglam, S. Sarac, E. Kilic, M. Özalp and M. Ertan, Turk. J. Pharm. Sci., 8, 159 (2011).