Synthesis,characterization And Physiological Activity Of Protocatechuic Acid Derivatives

"Fuxuekangkeli" is a famous Chinese patent medicine in Guangxi.Blumeari riparia(BL.)DC.is one of the fuxuekang pharmaceutical composition,which play an important role in the treatment of gynecological diseases.Now the study on Blumeari riparia(BL.)DC.focus in the component extraction,separation and identification.But the synthesis and activity of the derivatives from Blumeari riparia(BL.)DC.Components have been studied less.The.preliminary study shows that the Protocatechuic acid is an active the composition from Blumeari riparia(BL.)DC.Which shows certain physiological derivative such as Antioxidant,analgesic and antibacterial etc.Sulfonamides compounds are amphoteric compounds,which play an important role in treatment of bacterial infections.In order to make further study of medicinal drug,develop more reactive mechanism and the smaller side drugs,we synthesis the protocatechuic acid derivatives.As new compounds the target derivative molecules are synthesized with protocatechuic acid and Sulfonamide compounds.The target molecules are hopeful to be high activity,small medicinal amount and less side-effects.This will be very significant for the study of new bactericides.(1)The synthesis of the derivatives:The Sulfonamides and diacetyl benzoyl chloride were combined.3,4-dihydroxybenzoic acid was a raw material.The hydroxyls of 3,4-dihydroxybenzoic acid were protected by acetylation.Then thionyl chloride of 3,4-dihydroxybenzoic acid,which was protected,react with the sulfa compounds.The products being treated become pure derivatives.The derivatives were hydrolyzed,the protecting base took out,and alternative derivatives were bringed.The experimental results showed that the better conditions of synthesis were:Pyridine as a catalyst,the Protocatechuic acid and acetic anhydride reacted at the temperature of 120? for 5h.The acetyl compounds and the thionyl chloride reacted at 70? for 6h.Then the yellow viscous liquid would be bringed.With THF as the solvent and pyridine as catalyst,the yellow viscous liquid and the sulfonamides reacted at ice bath for 24h.After the solvent being removed,and the products being washed,recrystallized,dried,the pure derivatives appeared.The derivatives were hydrolysized by hydrochloric acid at 60? for 2h,then the solvent being removed,the products being washed,recrystallized,dried,the derivatives becomed the noprotect derivatives.(2)The study of activity:The interactions of derivatives with bovine serum albumin(BSA)were studied by fluorescence spectrometry.The quenching contants and corresponding thermodynamic paraments were calculated.The maxwell turbidimetry Strike the derivatives with antibacterial minimum inhibitory concentration.The affect are testing by the in vitro and the four of coagulation.