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[摘要]
目的 对海洋真菌Aspergillus sp.SCS-KFD66发酵液中次级代谢产物进行分离鉴定,并测定其生物活性。方法 采用硅胶柱色谱、Sephadex LH-20凝胶柱色谱和高效液相色谱等技术对化合物进行分离纯化;运用多种波谱方法对分离所得化合物进行结构鉴定;分别采用DPPH法、Ellman比色法和PNPG法对化合物的自由基清除能力、乙酰胆碱酯酶抑制活性及α-葡萄糖苷酶抑制活性进行测试;采用96孔板微量法测定所得化合物对大肠杆菌Escherichia coli、金黄色葡萄球菌Staphylococcus aureus、枯草芽孢杆菌Bacillus subtilis、单增李斯特菌Listeria monocytogenes的抑制活性及最小抑菌浓度。结果 从海洋真菌Aspergillus sp.SCS-KFD66发酵液中分离得到13个化合物,分别鉴定为3-epi-trans-4-hydroxylinalool-3,6-oxide(1)、trans-4-hydroxylinalool-3,6-oxide(2)、芦荟大黄素(3)、大黄素(4)、6-羟基芦荟大黄素(5)、原儿茶醛(6)、2,5-二羟基苯甲醛(7)、对羟基苯乙酸甲酯(8)、对羟基苯甲酸(9)、对羟基苯乙酸(10)、2-(4-羟苯基)乙醇(11)、对羟基反式肉桂酸(12)、反式阿魏酸(13)。活性测试结果表明化合物1、6、7、9~13都具有清除自由基活性,化合物4和6具有乙酰胆碱酯酶抑制活性,化合物6和7具有α-葡萄糖苷酶抑制活性;化合物4具有金黄色葡萄球菌和枯草芽孢杆菌抑制活性,MIC值分别为16、64 μg/mL;化合物6具有抑制大肠杆菌、枯草芽孢杆菌和单增李斯特菌活性,MIC值分别为64、128和128 μg/mL。结论 分离得到12个已知化合物和1个新化合物,其中化合物1为新化合物,命名为曲霉呋喃醇。
[Key word]
[Abstract]
Objective To study the secondary metabolites from the fermentation broth of marine-derived fungus Aspergillus sp. SCS-KFD66. Methods The constituents were isolated and purified by silica gel, Sephadex LH-20 column chromatography and HPLC methods. The structures of the compounds were identified by spectral data analysis. The DPPH radical scavenging, acetylcholinesterase and α-glucosidase inhibitory activities of compounds were evaluated by DPPH method, Ellman colorimetric method and PNPG method, respectively. The inhibitory effect and the minimal inhibitory concentration (MIC) of compounds on Escherichia coli, Staphylococcus aureus, Bacillus subtilis, and Listeria monocytogenes were tested using 96-well microtiter plates method. Results A total of 13 compounds were isolated from the fermentation broth of marine-derived fungus Aspergillus sp. SCS-KFD66 and identified as 3-epi-trans-4-hydroxylinalool 3,6-oxide (1), trans-4-hydroxylinalool 3,6-oxide (2), aloe emodin (3), emodin (4), citreorosein (5), protocatechualdehyde (6), 2,5-dihydroxybenzaldehyde (7), methyl 4-hydroxyphenylacetate (8), 4-hydroxybenzoic acid (9), 4-hydroxyphenylacetic acid (10), 2-(4-hydroxyphenyl) ethanol (11), (E)-p-hydroxycinnamic acid (12) and (E)-ferulic acid (13), respectively. Compounds 1, 6, 7 and 9-13 showed DPPH radical scavenging activities; Compounds 4 and 6 showed acetylcholinesterase inhibitory activity; Compounds 6 and 7 exhibited inhibitory activity against α-glucosidase. Compound 4 has inhibitory activity against S. aureus and B. subtilis with the MIC values of 16 μg/mL and 64 μg/mL, respectively. Compound 6 showed inhibitory activity against E. coli, B. subtilis and L. monocytogenes, with MIC values of 64, 128 and 128 μg/mL, respectively. Conclusion Twelve known compounds and one new compound were isolated. Compound 1 is a new compound named as aspergfuranol.
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[基金项目]
国家自然科学基金项目(41606088);国家自然科学基金项目(81741157);现代农业产业技术体系建设专项(CARS-21);农业农村部财政专项项目(NFZX2018);中国热带农业科学院基本科研业务费专项(17CXTD-15);中国热带农业科学院基本科研业务费专项(1630052016008)