Preliminary Studies On The Synthesis And Antimicrobial Activity Of The Derivatives Of Eugenol

Eugenia caryophyllata Thumb belongs to Syzygium, Myrtaceae and distributes widely in south China. The bud richly contains the clove oil that possesses remarkable officinal value. This thesis studied on the antimicrobial activity of clove oil and modified the antimicrobial component-eugenol by structural polishes. The antimicrobial activity of the derivatives of eugenol was determined. The main results are as follows:1. The results showed that the main antimicrobial component is eugenol.2. Five derivatives had been synthesized from eugenol. These compounds have been identified mainly by spectroscopic methods including NMR and MS as 4-allyl-1,2-dimethoxybenzene(1),4-allyl-1-(benzyloxy)-2-methoxybenzene(2),4-allyl-2- methoxyphenylacetate(3), 2-methoxy-4-(oxiran-2-ylmethyl)phenyl acetate(4) and 4-(3-ethoxy-2-hydroxypropyl)-2-methoxyphenol(5).3. The antimicrobial activity of derivatives of eugenol indicated that compound 1 and 3 had no effect on the five phytopathologenic fungus. Compound 2 and 4 showed lower effect than eugnol, indicating that Phenolic hydroxyl was the chief antimicrobial function. Compound 5 showed higher effect than eugnol, with the minimal inhibiting concentration (MIC) for Alternaria brassicae and Rhizoctonia cereali being 0.125mg/mL, and minimal inhibiting concentration (MIC) for Helminthosporium turcicum Pass, gloesporum fructigenum and Alternaria alternata being 0.0625mg/mL, compared with the antimicrobial activity of clove oil, the MIC respectively reduced by 60% and 90%.These researches supplied the basis for the further work of Structure-activity relationships and Structural modification of eugenol's derivatives.