牡丹酚缩乙醇胺的晶体结构及抗菌活性研究

以中药材牡丹皮为原料,用水蒸气蒸馏法提取牡丹酚,将牡丹酚纯化精制后在70℃的乙醇介质中与乙醇胺发生缩合反应生成牡丹酚缩乙醇胺,其产率高达80.5%。用红外光谱(IR)、紫外光谱(UV)、质谱(MS)、核磁共振谱(NMR)以及元素分析等来表征其结构,并用单晶X-衍射技术测定其晶体结构。该化合物为单斜晶系,空间群为P2(1),晶体学参数:a=0.637 9(9)nm,b=0.628 9(9)nm,c=2.663(4)nm,α=90.0°,β=90.188°,γ=90°,V=1.068(3)nm3,Dc=1.310 g/cm3,F(000)=450,Z=4,R1=0.044,wR2=0.128 2,R(int)=0.020 5。对牡丹酚和牡丹酚缩乙醇胺选用6种细菌和1种酵母菌进行抗菌活性研究,测定其最小抑菌浓度(MIC)和最小杀菌浓度(MBC),结果表明牡丹酚和牡丹酚缩乙醇胺对测试菌株均有抑制和灭活作用,牡丹酚缩乙醇胺对伤寒沙门菌50127株和枯草芽胞杆菌CMCC63501株表现得更为显著。

Study of crystal structure and antimicrobial activities of paeonol-ethanolamine

The active ingredient paeonol was extracted from traditional Chinese medicine of Paeonia moutan by the hydro-distillation,then it was purified and refined.The target compound of paeonol-ethanolamine has been synthesized by ethanolamine and pure paeonol in ethanol medium at 70℃,its yield reached 80.5%.The target compound structure was characterized by IR,UV,MS,NMR and elemental analysis,and its crystal structure was also characterized by X-ray structure analysis.The crystal of the target compound belongs to monoclinic crystallographic system,space group P2(1) and cell parameters:a=0.637 9(9)nm,b=0.628 9(9) nm,c=2.663(4) nm,α = 90.0°,β=90.188°,γ = 90°,V=1.068(3) nm3,Dc=1.310 g/cm3,F(000)=450,Z=4,R1 =0.044 5,wR2 =0.128 2,R(int) =0.020 5.Moreover,the antimicrobial activities of paeonol and the target compound against the growth of 6 bacteria and 1 pathogenic yeast were evaluated using minimum inhibitory concentration(MIC) and minimum bactericidal concentration(MBC) methods,the results showed that paeonol and the target compound inhibited the growth of testing bacteria and sterilized them,and the target compound showed higher antimicrobial activity especially against Salmonella typhi 50127 and Bacillus subtillis CMCC63501.