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Synthesis, Characterization and Antitumor Potential of Cinnamoyl Urea Derivatives
Corresponding Author(s) : Rakhi Chaudhary
Asian Journal of Chemistry,
Vol. 28 No. 2 (2016): Vol 28 Issue 2
Abstract
Cinnamoyl ureas have been identified as novel compounds with their various biological activities. Some novel cinnamoyl ureas were synthesized successfully by these substitutions, at the phenyl ring, at a,b-unsaturated carbon and the substitution at the carbonyl functionality, which further were studied for their antitumor activity. Thus in this research work, we aimed to use all these active moieties with phenyl urea substitutions at carbonyl moiety. Molecular docking study was used for confirming their interaction with tubulin protein for their antitumor activity. Through in silico molecular docking study, the result showed that all the synthesized compounds (3a-3e) have minimum binding energy and good affinity toward their active pocket, thus they were considered as good antitumor agents.
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- Y. Ma, H. Chen, S. Su, T. Wang, C. Zhang, G. Fida, S. Cui, J. Zhao and Y. Gu, J. Cancer, 6, 658 (2015); doi:10.7150/jca.11647.
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- SYBYL®Release Note, Basic Ligand-Based Design Manual, (Version 6.4), Available from Tripos Associates Inc., South Hanley Road, St. Louis, MO 63144 (2013).
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- H.V. Sanghani, S.H. Ganatra, R. Pande, J. Comput. Sci. Syst. Biol., 5, 12 (2012); doi:10.4172/jcsb.1000085.
- J. Francois and J.-F.E. Dupin, J. Heterocycl. Chem., 20, 2401 (1983); doi:10.3987/R-1983-12-2401.
- J.A. Shimshoni, M. Bialer, B. Wlodarczyk, R.H. Finnell and B. Yagen, J. Med. Chem., 50, 6419 (2007); doi:10.1021/jm7009233.
- Von D. Lednicer and L.A. Mitscher, Organic Chemistry of Drug Synthesis, John Wiley & Sons, New York-London (1977).
- J.M. Beale Jr. and J.H. Block, Text book of Medicinal and Pharmaceutical Chemistry, Lippincott Williams and Wilkin Publication, edn 12 (2010).
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References
Y. Ma, H. Chen, S. Su, T. Wang, C. Zhang, G. Fida, S. Cui, J. Zhao and Y. Gu, J. Cancer, 6, 658 (2015); doi:10.7150/jca.11647.
K. Soucek, A. Kamaid, A.D. Phung, L. Kubala, J.C. Bulinski, R.W. Harper and J.P. Eiserich, The Prostate, 66, 954 (2006); doi:10.1002/pros.20416.
C.D. Katsetos and P. Draber, J. Curr. Pharm. Design, 18, 2778 (2012); doi:10.2174/138161212800626193.
X.-H. Ying and L.D. Zhong, Acta Pharmacol. Sin., 25, 955 (2004).
G.M. Morris, D.S. Goodsell, R.S. Halliday, R. Huey, W.E. Hart, R.K. Belew and A.J. Olson, J. Comput. Chem., 19, 1639 (1998); doi:10.1002/(SICI)1096-987X(19981115)19:14<1639::AID-JCC10>3.0.CO;2-B.
SYBYL®Release Note, Basic Ligand-Based Design Manual, (Version 6.4), Available from Tripos Associates Inc., South Hanley Road, St. Louis, MO 63144 (2013).
F.S.K. Barar, Essentials of Pharmacotherapeutics, S. Chand & Company Ltd., edn 3, p. 119 (2000).
H.V. Sanghani, S.H. Ganatra, R. Pande, J. Comput. Sci. Syst. Biol., 5, 12 (2012); doi:10.4172/jcsb.1000085.
J. Francois and J.-F.E. Dupin, J. Heterocycl. Chem., 20, 2401 (1983); doi:10.3987/R-1983-12-2401.
J.A. Shimshoni, M. Bialer, B. Wlodarczyk, R.H. Finnell and B. Yagen, J. Med. Chem., 50, 6419 (2007); doi:10.1021/jm7009233.
Von D. Lednicer and L.A. Mitscher, Organic Chemistry of Drug Synthesis, John Wiley & Sons, New York-London (1977).
J.M. Beale Jr. and J.H. Block, Text book of Medicinal and Pharmaceutical Chemistry, Lippincott Williams and Wilkin Publication, edn 12 (2010).
T. Sander, J. Freyss, M. von Korff, J.R. Reich and C. Rufener, J. Chem. Inf., 49, 232 (2009); doi:10.1021/ci800305f.
Q.-Z. Zheng, F. Zhang, K. Cheng, Y. Yang, Y. Chen, Y. Qian, H.-J. Zhang, H.-Q. Li, C.-F. Zhou, S.-Q. An, Q.-C. Jiao and H.-L. Zhu, J. Bioorg. Med. Chem., 18, 880 (2010); doi:10.1016/j.bmc.2009.11.037.
A.W. Schuttelkopf and D.M.F. van Aalten, Acta Cryst., 60, 1355 (2004); doi:10.1107/S0907444904011679.