有机化学 ›› 2020, Vol. 40 ›› Issue (5): 1275-1280.DOI: 10.6023/cjoc201911040 上一篇    下一篇

研究论文

软珊瑚共附生真菌Aspergillus sp.EGF15-0-3的柳珊瑚酸类代谢产物研究

冯婵a, 韦霞a, 胡金姗a, 王思玉a, 刘炳新a, 谢珍玉b, 荣莉a, 李小翚a, 张翠仙a   

  1. a 广州中医药大学中药学院 广州 510006;
    b 海南大学药学院 海口 570228
  • 收稿日期:2019-11-30 修回日期:2020-01-13 发布日期:2020-02-15
  • 通讯作者: 李小翚, 张翠仙 E-mail:zhangcuixian@gzucm.edu.cn;lxh@gzucm.edu.cn
  • 基金资助:
    国家自然科学基金(No.81741160)、广东省自然科学基金(No.2014A030313411)、广东省科技计划(Nos.2017A020217008,2015A020216017)、广东省自然资源厅广东省海洋经济发展海洋六大产业专项资金(No.粤自然资合[2020]039)、广东省中药药效物质基础和创新药物研究重点实验室开放课题、广州中医药大学薪火计划重点项目(No.XH20170110)和海南大学南海海洋资源利用国家重点实验室开放课题(No.2016003)资助项目.

Researches on the Subergane-Type Sesquiterpenes from the Soft Coral-Derived Fungus Aspergillus sp. EGF15-0-3

Feng Chana, Wei Xiaa, Hu Jinshana, Wang Siyua, Liu Bingxina, Xie Zhenyub, Rong Lia, Li Xiaohuia, Zhang Cuixiana   

  1. a School of Pharmaceutical Science, Guangzhou University of Chinese Medicine, Guangzhou 510006;
    b College of Marine Science, Hainan University, Haikou 570228
  • Received:2019-11-30 Revised:2020-01-13 Published:2020-02-15
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No.81741160), the Natural Science Foundation of Guangdong Province (No. 2014A030313411), the Science and Technology Planning Project of Guangdong Province (Nos. 2017A020217008, 2015A020216017), the Special Project for Marine Economic Development (Six Major Marine Industries) of Guangdong Province of Department of Natural Resources of Guangdong Province (No. [2020]039), the Open Subject of Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine and New Drugs Research, the Fire Plan Project of the Guangzhou University of Chinese Medicine (No. XH20170110), and the Open Subject of State Key Laboratory of Marine Resources Utilization in the South China Sea of Hainan University (No. 2016003).

首次从软珊瑚共附生曲霉属真菌Aspergillus sp.EGF15-0-3中分离得到可逆性胆碱酯酶抑制剂环戊烷倍半萜类化合物柳珊瑚酸(1)及其类似物2-脱氧-2β-羟基柳珊瑚酸(2),并确定其结构.根据单菌株多次级代谢产物(OSMAC)策略和富营养化培养,在23种不同的培养基中首次应用全球天然产物分子网络(GNPS)检测12是否存在,并选出12的最佳培养基组成.结果表明,除马铃薯葡萄糖肉汤(PDB)培养基外,1还存在其他6种培养基中,2的含量在液体和大米培养基中不同,其中GPY+CaCO3培养基为12的最佳培养基.首次证实软珊瑚共附生曲霉属真菌EGF15-0-3是12的可能微生物来源,同时也验证了海洋无脊椎动物产生新颖的具有生物活性的次级代谢产物通常来自内生、附生、共生或环境微生物的假说.

关键词: 软珊瑚附生真菌, 曲霉属真菌Aspergillus sp.EGF15-0-3, 柳珊瑚酸, GNPS

Subergorgic acid (1), a cyclopentapentalane sesquiterpenoid and potential reversible cholinesterase inhibitor, and its analogue 2-deoxy-2β-hydroxysubergorgic acid (2) were first isolated from soft coral-associated symbiotic and epiphytic fungus Aspergillus sp. EGF15-0-3. Their structures were established by NMR and HRESIMS spectroscopic data. According to the strategy of one strain many compounds (OSMAC) and eutrophic culture, Global Natural Products Molecular Networking (GNPS) was applied to detect the presence of compounds 1 and 2 in 23 different media for optimal medium compositions. As a result, compound 1 was found in 6 different media besides potato dextrose broth (PDB) medium, the contents of 2 were different in the solid and liquid media, and the best medium for compounds 1 and 2 was GPY+CaCO3. It was demonstrated that the soft coral-associated symbiotic and epiphytic fungus Aspergillus sp. EGF15-0-3 was the microbiological producer of compounds 1 and 2. This work provided strong evidence to support the hypothesis that novel and bioactive secondary metabolites produced by marine invertebrates often come from endogenetic, epiphytic, symbiotic or environmental microorganisms.

Key words: soft coral-associated symbiotic and epiphytic fungus, Aspergillus sp.EGF15-0-3, subergorgic acid, GNPS