Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • Brief Communication
  • Published:

Bioactive secondary metabolites from the deep-sea derived fungus Aspergillus sp. SCSIO 41029

Abstract

Two new compounds classified as one new lumazine peptide, penilumamide K (1) and one new sesquiterpene (2), were obtained from the deep-sea derived fungus Aspergillus sp. SCSIO 41029, together with eleven known compounds (313). The structures of 113 including absolute configurations were determined by detailed NMR spectroscopy, HR-ESI-MS, chemical derivatization, and optical rotation data. Among them, compound 1 represents the first lumazine peptide reported from deep-sea derived fungus. The bioactive assay exhibited that compounds 1, 3, 4, 5, 7 and 10 had significant potency against α-glucosidase with IC50 values ranging from 18.61 to 109.06 μΜ. In addition, compounds 4 and 9 showed strong antibacterial activity against Staphylococcus aureus with MIC values of 0.78 and 6.25 μg ml−1, respectively.

This is a preview of subscription content, access via your institution

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Fig. 1
Fig. 2

References

  1. Rateb ME, Ebel R. Secondary metabolites of fungi from marine habitats. Nat Prod Rep. 2011;28:290–344.

    Article  CAS  Google Scholar 

  2. Orlova TI, Bulgakova VG, Polin AN. Secondary metabolites from marine microorganisms. II. Marine fungi and their habitats. Antibiot Khimioter. 2016;61:52–63.

    CAS  PubMed  Google Scholar 

  3. Carroll AR, et al. Marine natural products. Nat Prod Rep. 2020;37:175–223.

    Article  Google Scholar 

  4. Skropeta D, Wei L. Recent advances in deep-sea natural products. Nat Prod Rep. 2014;31:999–1025.

    Article  CAS  Google Scholar 

  5. Han WR, et al. Protein tyrosine phosphatase 1B (PTP1B) inhibitors from the deep-sea fungus Penicillium chrysogenum SCSIO 07007. Bioorg Chem. 2020;96:103646. https://doi.org/10.1016/j.bioorg.2020.103646.

    Article  CAS  PubMed  Google Scholar 

  6. Chen W, et al. Asperpentenone A, a novel polyketide isolated from the deep-sea derived fungus Aspergillus sp. SCSIO 41024. Phytochem Lett. 2020;35:99–102.

    Article  CAS  Google Scholar 

  7. Chaiyosang B, et al. A new lumazine peptide penilumamide E from the fungus Aspergillus terreus. Nat Prod Res. 2016;30:1017–24.

    Article  CAS  Google Scholar 

  8. Jacobs H, et al. Constituents of Hortia regia: 6,7-Dimethoxycoumarin, rutaecarpine, skimmianine, and (+)-methyl(E,E)-10,11-dihydroxy-3,7,11-trimethyl-2,6-dodecadienoate. J Nat Prod. 1987;50:507–9.

    Article  CAS  Google Scholar 

  9. Kang HS, Kim JP. Butenolide derivatives from the fungus Aspergillus terreus and their radical scavenging activity and protective activity against glutamate-induced excitotoxicity. Appl Biol Chem. 2019;62:43. https://doi.org/10.1186/s13765-019-0451-3.

    Article  CAS  Google Scholar 

  10. Rao KV, et al. Butyrolactones from Aspergillus terreus. Chem Pharm Bull. 2000;48:559–62.

    Article  CAS  Google Scholar 

  11. Nitta K, Fujita N, Yoshimura T, Arai K, Yamamoto Y. Metabolic products of Aspergillus terreus. IX. Biosynthesis of butyrolactone derivatives isolated from strains IFO 8835 and 4100. Chem Pharm Bull. 1983;31:1528–33.

    Article  CAS  Google Scholar 

  12. Haritakun R, Rachtawee P, Chanthaket R, Boonyuen N, Isaka M. Butyrolactones from the fungus Aspergillus terreus BCC 4651. Chem Pharm Bull. 2010;58:1545–48.

    Article  CAS  Google Scholar 

  13. Nuclear P, Sommit D, Boonyuen N, Pudhom K. Butenolide and furandione from an endophytic Aspergillus terreus. Chem Pharm Bull. 2010;58:1221–3.

    Article  CAS  Google Scholar 

  14. Wang Y, Zheng J, Liu P, Wang W, Zhu W. Three new compounds from Aspergillus terreus PT06-2 grown in a high salt medium. Mar Drugs. 2011;9:1368–78.

    Article  CAS  Google Scholar 

  15. Qi C, et al. Terrusnolides A-D, new butenolides with anti-inflammatory activities from an endophytic Aspergillus from Tripterygium wilfordii. Fitoterapia. 2018;130:134–9.

    Article  CAS  Google Scholar 

  16. Gao H, et al. Aspulvinones from a mangrove rhizosphere soil-derived fungus Aspergillus terreus Gwq-48 with anti-influenza A viral (H1N1) activity. Bioorg Med Chem Lett. 2013;23:1776–78.

    Article  CAS  Google Scholar 

  17. Lee SS, Peng FC, Chiou CM, Ling KH. NMR assignments of territrems A, B, and C and the structure of MB2, the major metabolite of territrem B by rat liver microsomal fraction. J Nat Prod. 1992;55:251–5.

    Article  Google Scholar 

  18. Rank C, et al. epi-Aszonalenins A, B, and C from Aspergillus novofumigatus. Tetrahedron Lett. 2006;47:6099–102.

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was financially supported by National Key Research and Development Program of China (2019YFC0312503), Key Special Project for Introduced Talents Team of Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou) (GML2019ZD0406), the National Natural Science Foundation of China (Nos. 21772210 and 41776169), Guangdong MEPP Fund (No. GDOE [2019]A28 and [2020]037), Pearl River S&T Nova Program of Guangzhou (No. 201710010136). We are grateful to Zhihui Xiao, Aijun Sun, Xiaohong Zheng, Yun Zhang, and Xuan Ma in the analytical facility at SCSIO for recording spectroscopic data.

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Junfeng Wang or Yonghong Liu.

Ethics declarations

Conflict of interest

The authors declare that they have no conflict of interest.

Additional information

Publisher’s note Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Supplementary information

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, W., Chen, C., Long, J. et al. Bioactive secondary metabolites from the deep-sea derived fungus Aspergillus sp. SCSIO 41029. J Antibiot 74, 156–159 (2021). https://doi.org/10.1038/s41429-020-00378-y

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1038/s41429-020-00378-y

Search

Quick links