9-O-苄基小檗碱和3-O-苄基药根碱衍生物的合成及抗菌和细胞毒活性研究

Synthesis and Evaluation Antimicrobial Activity and Cytotoxic Activity of 9-O-benzyl group Berberine and 3-O-benzyl group Jatrorrhizin Derivatives

通过在小檗碱9位和药根碱3位引入不同的苄基,合成9种新的小檗碱和药根碱衍生物.用质谱(MS)和核磁共振谱(NMR)对产物进行结构表征,通过倍半稀释法和MTT法进行抗菌和细胞毒活性试验.实验结果表明:衍生物抗菌和细胞毒活性明显提高,其中衍生物2c,2d,3c抗菌活性较好,2d,3c,3d表现出较强的细胞毒活性.引入不同的苄基可改善小檗碱和药根碱的亲脂性,有助于提高小檗碱的抗菌和细胞毒活性,引入含F原子、化合物抗菌和细胞毒活性最好.

By introducing different benzyl at the C-9 position of berberine and the C-3position of Jatrorrhizin,nine new berberine and Jatrorrhizin derivatives were synthesized and evaluated for antimicrobial activity and cytotoxicity in vitro to study the preliminary structure-activity relationships.Nine new berberine and Jatrorrhizin derivatives were synthesized through organic synthetic reactions.The derivatives were identified by MS,1H-NMR and 13C-NMR.Antimicrobial and cytotoxicity activities were tested by double dilution and MTT assays respectively.Result:The antimicrobial and cytotoxic activities of the new derivatives increased obviously.2d,2c,3c showed good antimicrobial and 2d,2c,3d showed good cytotoxic activities.Introducing different benzyls to berberine and Jatrorrhizine could improve their antibacterial and cytotoxic activities due to the enhanced hydrophilicity.When groups containing halogen atoms were introduced,the new derivatives's antibacterial and cytotoxic activities were enhanced to the largest extent.