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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

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【作者】 吴萍萍; 迟茜文; 黄薇; 徐文博; 刘苏婷; 胡金姗; 樊浩; 张翠仙;

【Author】 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;Pharmacy Department, University Town Branch of Guangdong Provincial Hospital of Chinese Medicine;

【通讯作者】 张翠仙;

【机构】 广州中医药大学中药学院; 广东省中医院大学城分院药剂科;

【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。

【Abstract】 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.

【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
  • 【文献出处】 中国海洋药物 ,Chinese Journal of Marine Drugs , 编辑部邮箱 ,2024年06期
  • 【分类号】R284
  • 【下载频次】21
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