Study On Synthesis Of The Of Ligustilide Phenol And Its Analogues

(-)-Ligustiphenol is a new sesquiterpene compound with antiinflammatory and immunosuppressive activities. Its absolute configuration was determined to have S-configuration by CD. In order to make a thorough investigation and study its pharmacological activities,the total synthesis of its racemat was carried out by a seven-step reaction sequence including oxidation of alcohol, bromination,iodination of m-cresol, protection of phenolic hydroxyl, Grignard reaction,Aldol condensation,etc.The target compound was charactericed by comparing its ~1H-NMR ,MS and IR spectra with natural (-)-ligustiphenol.To study the category of pharmacological effects,the pharmacophore and structure-activity relationships of ligustiphenol, we designed and sythesized six of its analogues by use of fundamental principle of drug design.The further pharmacological activities are being tested.To search the function of stereo isomer of ligustiphenol on pharmacological behavior, we designed a series of synthetic route for the synthesis of (-)-ligustiphenol and its analogues and probed to synthesize two types of optical isomer of ligustiphenol and its analogues.32 target compounds and intermediates were sythesized, among them 17 compounds have not been published yet.