[关键词]
[摘要]
目的 对柚木Tectona grandis枝叶进行化学成分研究,寻找其中抗真菌活性成分。方法 采用正反相硅胶柱色谱、MCI、Sephadex LH-20柱色谱以及半制备高效液相色谱等分离手段进行分离纯化,根据HRESIMS、IR、1D和2D NMR等波谱数据和理化性质对化合物进行结构鉴定。采用96孔板微量肉汤稀释法评价其抗真菌活性。结果 从柚木枝叶90%乙醇提取物的石油醚萃取部分中分离鉴定了2个新的萘醌类化合物,分别为 (E)-2,5,8-trihydroxy-3-(4-acetoxy-3-methylbut-2-en-1-yl)-1,4-naphthoquinone(1)和 (E)-2,5,8-trihydroxy-3-(4-hydroxy-3-methylbut-2-en-1-yl)-1,4-naphthoquinone(2)。2个化合物均表现出显著的氟康唑(fluconazole,FLC)耐药白色念珠菌抑制活性,与FLC联用时对FLC耐药白色念珠菌的50%最低抑菌浓度(minimum inhibitory concentration,MIC50)值分别为3.28、5.32 μg/mL。结论 化合物1和2均为新的萘醌类化合物,分别命名为柚木萘醌A和柚木萘醌B;均具有显著的抗真菌活性。
[Key word]
[Abstract]
Objective To investigate the chemical constituents of the leaves of Tectona grandis, and search for antifungal active ingredients. Methods The compounds were obtained by silica gel, MCI, and prep-HPLC column chromatography. Their structures were identified by HRESIMS, IR, 1D- and 2D NMR analysis. The isolates were tested for their antifungal activity by 96 well plate microbroth dilution method. Results Two new naphthoquinones, (E)-2,5,8-trihydroxy-3-(4-acetoxy-3-methylbut-2-en-1-yl)-1,4-naphthoquinone (1) and (E)-2,5,8-trihydroxy-3-(4-hydroxy-3-methylbut-2-en-1-yl)-1,4-naphthoquinone (2), were isolated from the 90% MeOH extract of the leaves of T. grandis. Compounds 1 and 2 exhibited significant antifungal activity when combined with fluconazole, against fluconazole-resistant Candida albicans with MIC50 values of 3.28 and 5.32 μg/mL, respectively. Conclusion Compounds 1 and 2, named tectonagrandiones A and B, were two new naphthoquinones, and the naphthoquinones might be the active antifungal constituents from T. grandis.
[中图分类号]
R284.1
[基金项目]
国家自然科学基金项目(82360688);云南省中医药联合专项重点项目(202101AZ070001-164);云南省教育厅高原特色民族药用植物研究科技创新团队;国家中医药管理局高水平中医药重点学科建设项目-傣药学(Zyyzdxk-2023192)