Design, synthesis and cytotoxic evaluation of o-carboxamido stilbene analogues

Mohamad Nurul Azmi, Mohd Fadzli Md Din, Chin Hui Kee, Munirah Suhaimi, Ang Kheng Ping, Kartini Ahmad, Mohd Azlan Nafiah, Noel F. Thomas, Khalit Mohamad, Leong Kok Hoong, Khalijah Awang

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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 μ M) and breast cancer MCF-7 (IC50 = 21.24 μM), respectively, which are comparable with vinblastine. The resveratrol analogues were synthesized using the Heck method.

Original languageEnglish
Pages (from-to)23369-23389
Number of pages21
JournalInternational journal of molecular sciences
Volume14
Issue number12
DOIs
Publication statusPublished - Nov 27 2013

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Molecular Biology
  • Spectroscopy
  • Computer Science Applications
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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    Azmi, M. N., Md Din, M. F., Kee, C. H., Suhaimi, M., Ping, A. K., Ahmad, K., Nafiah, M. A., Thomas, N. F., Mohamad, K., Hoong, L. K., & Awang, K. (2013). Design, synthesis and cytotoxic evaluation of o-carboxamido stilbene analogues. International journal of molecular sciences, 14(12), 23369-23389. https://doi.org/10.3390/ijms141223369