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

• Main Authors: Azmi, Mohamad Nurul, Md Din, Mohd Fadzli, Kee, Chin Hui, Suhaimi, Munirah, Ang, Kheng Ping, Ahmad, Kartini, Nafiah, Mohd Azlan, Thomas, Noel Francis, Leong, Kok Hoong, Awang, Khalijah
• Format: Article
• Language: English
• Published: MDPI 2013
• Subjects: Q Science (General); QD Chemistry; QH301 Biology; R Medicine; RC0254 Neoplasms. Tumors. Oncology (including Cancer); RM Therapeutics. Pharmacology; RS Pharmacy and materia medica
• Online Access: http://eprints.um.edu.my/10004/1/Design%2C_Synthesis_and_Cytotoxic_Evaluation_of_o-Carboxamido_Stilbene_Analogues.pdf; http://eprints.um.edu.my/10004/; https://doi.org/10.3390/ijms141223369

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.