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

  • Feng Chan ,
  • Wei Xia ,
  • Hu Jinshan ,
  • Wang Siyu ,
  • Liu Bingxin ,
  • Xie Zhenyu ,
  • Rong Li ,
  • Li Xiaohui ,
  • Zhang Cuixian
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  • a School of Pharmaceutical Science, Guangzhou University of Chinese Medicine, Guangzhou 510006;
    b College of Marine Science, Hainan University, Haikou 570228

Received date: 2019-11-30

  Revised date: 2020-01-13

  Online 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).

Abstract

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.

Cite this article

Feng Chan , Wei Xia , Hu Jinshan , Wang Siyu , Liu Bingxin , Xie Zhenyu , Rong Li , Li Xiaohui , Zhang Cuixian . Researches on the Subergane-Type Sesquiterpenes from the Soft Coral-Derived Fungus Aspergillus sp. EGF15-0-3[J]. Chinese Journal of Organic Chemistry, 2020 , 40(5) : 1275 -1280 . DOI: 10.6023/cjoc201911040

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