[关键词]
[摘要]
目的 研究裸花紫珠Callicarpa nudiflora干燥叶的化学成分,挖掘其抗耐甲氧西林金黄色葡萄球菌(methicillin-resistance Staphylococcus aureus,MRSA)活性成分。方法 利用硅胶柱色谱、凝胶、ODS柱色谱等色谱技术方法进行分离纯化,并综合运用IR、HR-ESI-MS、1H-NMR、13C-NMR、HSQC、HMBC、COSY等方法鉴定化合物的结构,采用营养肉汤稀释法测定化合物对金黄色葡萄球菌、MRSA、大肠杆菌、多重耐药大肠杆菌的最低抑菌浓度。结果 从裸花紫珠乙醇提取物醋酸乙酯萃取部位分离得到1个单萜类化合物(1)和4个倍半萜类化合物(2~5),分别鉴定为 (Z)-2-甲基-6-亚甲基辛-2,7-二烯-1-基(E)-3-(4-羟基苯基)丙烯酸酯(1)、monasuslunin(2)、(1S,5R,9R)-10,10-二甲基-2,6-二亚甲基双环[7.2.0]十一烷-5-醇(3)、7-表-桉叶-4(15)-烯-1β,6β-二醇(4)、香紫苏内酯(5),其中化合物1对金黄色葡萄球菌29213和MRSA T144表现出较强的抑制作用,最低抑菌浓度(minimum inhibitory concentrations,MIC)均为8 μg/mL,对大肠杆菌25922、大肠杆菌B2的MIC均大于8 μg/mL。结论 化合物1为新化合物,命名为紫珠烯A;化合物3~5为属内首次分离得到,化合物1具有较强的的抗MRSA活性。
[Key word]
[Abstract]
Objective To study the chemical constituents of the dried leaves of Callicarpa nudiflora and discover bioactive compounds with anti-methicillin-resistance Staphylococcus aureus (MRSA) effects. Methods A systematic separation of chemical constituents was conducted by comprehensive chromatographic methods, including silica gel, Sephadex LH-20, ODS column chromatography and other chromatographic techniques. The structures of the isolated compounds were determined on the basis of spectroscopic analysis including IR, HR-ESI-MS, 1H-NMR, 13C-NMR, HSQC, HMBC, COSY, etc. The minimum inhibitory concentrations (MICs) of the compounds against Staphylococcus aureus, MRSA, Escherichia coli, and multidrug-resistant E. coli were determined by the nutrient broth dilution method. Results One monoterpene, named (Z)-2-methyl-6-methyleneocta-2,7-dine-1-yl (E)-3-(4-hydroxyphenyl)acrylate (1), and four sesquiterpenoids, named monasuslunin (2), (1S,5R,9R)-10,10-dimethyl-2,6-dimethylenebicyclo [7.2.0] undecan-5-ol (3), 7-epi-eudesm-4(15)-ene-1β,6β-diol (4), sclareolide (5) were isolated and identified. Compound 1 exhibited strong inhibitory effects against S. aureus 29213 and MRSA T144, with MICs of 8 μg/mL for both. The MICs against E. coli 25922 and E. coli B2 were both greater than 8 μg/mL. Conclusion Compound 1 is a new compound named Callinuene A and compounds 3-5 are first isolated within this species. Compound 1 exhibits significant anti-MRSA activity.
[中图分类号]
R284.1
[基金项目]
国家自然科学基金资助项目(81903481);江苏省研究生科研创新计划(KYCX24_3844);扬州大学2025年大学生创新创业训练计划项目(XCX20250849)