海洋本草软珊瑚共附生真菌Aspergillus versicolor CGF9-1-2化学成分研究  

Research on the secondary metabolites from soft coral-associated fungus Aspergillus versicolor CGF9-1-2

作　　者：吴萍萍 迟茜文 黄薇[2] 徐文博 刘苏婷 胡金姗 樊浩 张翠仙[1] WU Pingping;CHI Xiwen;HUANG Wei;XU Wenbo;LIU Suting;HU Jinshan;FAN Hao;ZHANG Cuixian(School of Pharmaceutical Sciences,Guangzhou University of Chinese Medicine,Guangzhou 510006,China;Pharmacy Department,University Town Branch of Guangdong Provincial Hospital of Chinese Medicine,Guangzhou 510006,China)

机构地区：[1]广州中医药大学中药学院,广东广州510006 [2]广东省中医院大学城分院药剂科,广东广州510006

出　　处：《中国海洋药物》2024年第6期22-28,共7页Chinese Journal of Marine Drugs

基　　金：国家自然科学基金项目(82273845);广东省自然资源厅专项资金(GDNRC[2023]37,GDNRC[2020]039,GDNRC[2021]048);大学生创新创业训练项目(202310572224,202310572291)资助。

摘　　要：目的对一株软珊瑚来源共附生真菌Aspergillus versicolor CGF9-1-2的次生代谢产物进行研究。方法采用硅胶柱层析、十八烷基硅烷键合(ODS)柱层析、高效液相(HPLC)等色谱分离方法对其代谢产物进行分离纯化,运用高分辨质谱(HR-ESI-MS)、核磁共振(NMR)和旋光(ORD)等技术对分离得到的化合物进行结构鉴定,并对其进行DNA磷酸二酯酶1(TDP1)活性测试。结果从Aspergillus versicolor CGF9-1-2中分离得到10个化合物,分别鉴定为(2S,2′R,3R,3′E,4E,8E)-1-O-(β-D-glucopyranosyl)-3-hydroxyl-2-(N-2′-hydroxyl-3′-octadecenoyl)amino-9-methyl-4,8-octadecadiene(1)、(4E,8E)-N-2′-hydroxyoctade-canoyl-1-O-(β-D-glucopyranosyl)-9-methyl-4,8-sphingadienine(2)、desoxybrevianamide E(3)、cyclo(D-Pro-D-Phe)(4)、cyclo(L-Pro-D-Leu)(5)、indole-3-carboxylic-acid(6)、β-carboline(7)、(7S)-(+)-hydroxysydonic acid(8)、ent-aspergoterpenin C(9)和(E)-7-deoxy-7,8-didehydro-12-hydroxysydonic acid(10)。TDP1活性测试结果表明,所有化合物均无明显抑制活性。结论化合物2为首次从Aspergillus属真菌分离得到,化合物1为首次从Aspergillus versicolor真菌分离得到。Objective To study the chemical structures of secondary metabolites from soft coral derived fungus Aspergillus versicolor CGF9-1-2.Methods The secondary metabolites were separated and purified by silica gel column chromatography,octadecysilane(ODS)column chromatography,and semi-preparative HPLC.The structures of isolated compounds were subjected to high-resolution electrospray ionization mass spectrometry(HR-ESI-MS),nuclear magnetic resonance(NMR),and optical rotation dispersion(ORD)spectroscopy.They were also tested for their DNA phosphodiesterase 1(TDP1)activities.Results From the culture of Aspergillus versicolor CGF9-1-2,we successfully isolated ten known compounds and identified as(2S,2′R,3R,3′E,4E,8E)-1-O-(β-D-glucopyranosyl)-3-hydroxyl-2-(N-2′-hydroxyl-3′-octadecenoyl)amino-9-methyl-4,8-octadecadiene(1),(4E,8E)-N-2′-hydroxyoctade-canoyl-1-O-(β-D-glucopyranosyl)-9-methyl-4,8-sphingadienine(2),desoxybrevianamide E(3),cyclo(D-Pro-D-Phe)(4),cyclo(L-Pro-D-Leu)(5),indole-3-carboxylic-acid(6),β-carboline(7),(7S)-(+)-hydroxysydonic acid(8),ent-aspergoterpenin C(9)and(E)-7-deoxy-7,8-didehydro-12-hydroxysydonic acid(10).The results of TDP1 activity test showed that none of these compounds showed significant inhibitory activity.Conclusion Compound 2 was firstly isolated from Aspergillus,and compound 1 was obtained from Aspergillus versicolor for the first time.

关 键 词：海洋本草软珊瑚 Aspergillus versicolor 生物碱 酚酸 

分 类 号：R931.77[医药卫生—生药学]