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

• Published in: International journal of molecular sciences Vol. 14; no. 12; pp. 23369 - 23389
• Main Authors: Azmi, Mohamad Nurul, Din, Mohd Fadzli Md, Kee, Chin Hui, Suhaimi, Munirah, Ping, Ang Kheng, Ahmad, Kartini, Nafiah, Mohd Azlan, Thomas, Noel F, Mohamad, Khalit, Hoong, Leong Kok, Awang, Khalijah
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 27-11-2013; Molecular Diversity Preservation International (MDPI)
• Subjects: amido stilbenes; Anticarcinogenic Agents - chemical synthesis; Anticarcinogenic Agents - chemistry; Anticarcinogenic Agents - toxicity; Breast cancer; Cell Line, Tumor; Cell Survival - drug effects; Colorectal cancer; cytotoxic effects; Cytotoxicity; Drug Design; Drug Screening Assays, Antitumor; Estrogens; Heck protocol; HT29 Cells; Humans; MCF-7 Cells; o-carboxamido stilbenes; Pancreatic cancer; Prostate cancer; Stilbenes - chemical synthesis; Stilbenes - chemistry; Stilbenes - toxicity; Kuala Lumpur Malaysia; Malaysia
• ISSN: 1422-0067; 1661-6596; 1422-0067
• DOI: 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.