Int. J. Mol. Sci. 2013, 14(12), 23369-23389; doi:10.3390/ijms141223369
Article

Design, Synthesis and Cytotoxic Evaluation of o-Carboxamido Stilbene Analogues

1 Department of Chemistry, Faculty of Science, University of Malaya, Kuala Lumpur 50603, Malaysia 2 Department of Chemistry, Faculty of Science and Mathematics, Sultan Azlan Shah Campus, University Pendidikan Sultan Idris, Proton City 35950, Perak Darul Ridzuan, Malaysia 3 Department of Pharmacy, Faculty of Medicine, University of Malaya, 50603 Kuala Lumpur 50603, Malaysia
* Author to whom correspondence should be addressed.
Received: 15 July 2013; in revised form: 13 September 2013 / Accepted: 17 September 2013 / Published: 27 November 2013
(This article belongs to the Section Bioactives and Nutraceuticals)
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Abstract: Resveratrol, a natural stilbene found in grapes and wines exhibits a wide range of pharmacological properties. Resveratrol is also known as a good chemopreventive agent for inhibiting carcinogenesis processes that target kinases, cyclooxygenases, ribonucleotide reductase and DNA polymerases. A total of 19 analogues with an amide moiety were synthesized and the cytotoxic effects of the analogues on a series of human cancer cell lines are reported. Three compounds 6d, 6i and 6n showed potent cytotoxicity against prostate cancer DU-145 (IC50 = 16.68 µM), colon cancer HT-29 (IC50 = 7.51 µM) and breast cancer MCF-7 (IC50 = 21.24 µM), respectively, which are comparable with vinblastine. The resveratrol analogues were synthesized using the Heck method.
Keywords: o-carboxamido stilbenes; amido stilbenes; Heck protocol; cytotoxic effects

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MDPI and ACS Style

Azmi, M.N.; Din, M.F.M.; Kee, C.H.; Suhaimi, M.; Ping, A.K.; Ahmad, K.; Nafiah, M.A.; Thomas, N.F.; Mohamad, K.; Hoong, L.K.; Awang, K. Design, Synthesis and Cytotoxic Evaluation of o-Carboxamido Stilbene Analogues. Int. J. Mol. Sci. 2013, 14, 23369-23389.

AMA Style

Azmi MN, Din MFM, Kee CH, Suhaimi M, Ping AK, Ahmad K, Nafiah MA, Thomas NF, Mohamad K, Hoong LK, Awang K. Design, Synthesis and Cytotoxic Evaluation of o-Carboxamido Stilbene Analogues. International Journal of Molecular Sciences. 2013; 14(12):23369-23389.

Chicago/Turabian Style

Azmi, Mohamad N.; Din, Mohd F.M.; Kee, Chin H.; Suhaimi, Munirah; Ping, Ang K.; Ahmad, Kartini; Nafiah, Mohd A.; Thomas, Noel F.; Mohamad, Khalit; Hoong, Leong K.; Awang, Khalijah. 2013. "Design, Synthesis and Cytotoxic Evaluation of o-Carboxamido Stilbene Analogues." Int. J. Mol. Sci. 14, no. 12: 23369-23389.

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