Design Synthesis And Antibacterial Activity Of D-borneol Derivates

The study of active ingredients of traditional Chinese medicine is a key link in the development and application of traditional Chinese medicine.Structural modification or transformation of the active ingredients of traditional Chinese medicine is an effective way to develop effective and safe new drugs.D-borneol is a simple bicyclic monoterpene compound,studies have shown that D-borneol have various pharmacological activities,such as anti-inflammatory and antibacterial,calmative,antioxidant.However,when used as a single herb,its poor solubility,high volatility and low bioavailability greatly influence the effect of D-borneol clinical use.In addition,studies have shown that there are some side effects of borneol.In order to improve the water solubility and the stability of D-borneol,in the present study,two new polymers based on D-borneol were designed and synthesized by the structure of the hydroxyl-modified D-borneol.The structure of the two D-borneol derivatives were characterized by various analytical techniques.The reaction conditions of the polymer were optimized by univariate analysis and orthogonal design experiment.Drug-loading properties of amphiphilic block polymers based on D-borneol were determined.The biological activity of two D-borneol derivatives was tested.This study is expected to provide reference for the development of new drugs for D-borneol and other effective Chinese herbal medicine monomer components.1.Using D-borneol and diethylene glycol monovinyl ether as reagents,methylene chloride as a solvent,p-toluenesulfonic acid as catalyst,D-borneol polymer with hydrophilic properties was successfully synthesized by acetal reaction.This study analyzed the structure of the polymer by various analytical methods such as Nuclear Magnetic Resonance Spectroscopy,Infrared Spectroscopy and Gel Permeation Chromatography.Decomposition temperature of the D-borneol,diethylene glycol monovinyl ether and the polymer were measured by Thermogravimetric Analysis.Based on the reaction temperature,reaction time and catalyst dosage,the optimum conditions for the synthesis of D-borneol polymer were determined by orthogonal optimization.2.Using caprolactone and D-borneol polymer with hydrophilic properties as reagents,Toluene as a solvent,stannous octoate as catalyst,amphiphilic block polymer with acid-sensitive properties was successfully synthesized by ring-opening polymerization.This study have analyzed the structure of the amphiphilic block polymer by various analytical methods such as Nuclear Magnetic Resonance Spectroscopy,Infrared Spectroscopy and Gel Permeation Chromatography.Morphology of the amphiphilic block polymer micelles was observed by Scanning Electron Microscopy.Acid degradation of the block polymer was confirmed by various analytical methods such as Dynamic Light Scattering and Gel Permeation Chromatography.Nile red as a drug model to measured drug loading capabilities of polymer micelle.3.The antibacterial activity of hydrophilic polymers with different molecular weights and amphiphilic block polymer was determined by tube double dilution method and K-B disk diffusion method.This study have analyzed the effect of polymer on the growth state of Escherichia coli and Staphylococcus aureus by measuring the change of OD value.Damage of the polymer to Escherichia coli and Staphylococcus cell membrane was tested by Atomic Absorption Spectroscopy and Scanning Electron Microscope.