The Total Synthesis Of Trans-Resveratrol And Its Analogues

trans-Resveratrol (trans-3,4',5-trihydroxistilbene) is a naturally occurring polyphenol that belongs to a class of defense molecules called phytoalexin. It is proved to have good biological activities such as anti-dementia, anti-tumor, anti-inflammatory, anti-mutation, anti-bacteria and fungi, it may be a good lead compounds. While some of its analogues in animal experiments also showed good biological activity, such as anti-inflammatory and anti-cancer activity.It is widespread in nature and now is synthesized by more than70plant species. As the difficult extraction and the low content of trans-resveratrol in various herbal plants on the hand, on the one hand the increase of market demand, it has an important significant sense to develop a synthetic route of trans-resveratrol which is economical and reasonable.At this paper, we studied the total synthesis of trans-resveratrol, we found the some important intermediates of trans-resveratrol in the synthesis process and then synthesized. trans-Resveratrol was synthesized from3,5-dimethoxybenzaldehyde,4-methoxy-benzyl chloride and4-methoxyphenylacetic via some steps, such as Grignard reaction, Perkins reaction, decarboxylation and demethylation. We have obtained analogues of resveratrol though acetylation, chlorination, acidification of the reaction steps from the first reactant—3,5-dihydroxybenzoic acid. To summarize, high purity trans-resveratrol and its analogues were synthesized. The target compound and some intermediate compound were confirmed by IR or1HNMR.