Synthesis of silybin and its derivatives

Last revision: 2013-01-10 03:55 classification: efficacy 0 people commented that the main purpose of silybin synthesis was to confirm the structure In 1980, it was synthesized by Lucio Merlin, an Italian scholar, and Rudolf Hansel, a German scholar But the mixture of silybin and isosilybin 1B1 was synthesized After that, Tanaka h et al Synthesized a single (±) silybin from different ways, and the structure of silybin was confirmed by the results of X-ray published by wagne h et al In 1983 Due to the existence of two asymmetric centers and many isomers in the molecule, it is still very confused in chemistry With the wide application of silymarin in clinic, it is difficult to separate and prepare silybin from natural plants It is a very practical subject to synthesize silybin completely In addition, it is of great significance in the application of structural modification to improve the efficacy or the affinity to organisms, especially to increase its water solubility For example, legalon TM SIL, a MONOSUCCINATE produced by madaus company in Germany, is used for intravenous injection in the treatment of acute liver poisoning The phosphate derivatives of phenylpropanol made by piperi g and others have good water solubility, but their liver protective activity is reduced Vladimir kren of the Institute of Microbiology, Academy of Sciences of the Czech Republic, etc studied its glycoside, and made five glycosides of phenylpropanol with partial hydroxyl groups The results showed that the water solubility increased by 4-30 times, and the liver protective activity also increased In this respect, Chinese pharmacochemists have made a useful exploration For example, Li shaoshun et al Obtained optically pure 2R, 3R (+ taxol by asymmetric epoxidation, chiral HPLC column separation and stereoselective cyclization from chalcone, and then stereoselective oxidative condensation with pine alcohol to obtain the natural anti hepatotoxic compound 2R, 3R (+ silybin The silybin phosphatidylcholine complex was prepared by Zhang Zhengyue et al In the reaction system of proton non transfer organic solvent The complex has high fat solubility and is easy to be absorbed by the body At the same time, the chemical properties of the two compounds are not changed in the body due to their non covalent bond combination.