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 (3−13). The structures of 1−13 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
Subscribe to this journal
Receive 12 print issues and online access
$259.00 per year
only $21.58 per issue
Rent or buy this article
Prices vary by article type
from$1.95
to$39.95
Prices may be subject to local taxes which are calculated during checkout


References
Rateb ME, Ebel R. Secondary metabolites of fungi from marine habitats. Nat Prod Rep. 2011;28:290–344.
Orlova TI, Bulgakova VG, Polin AN. Secondary metabolites from marine microorganisms. II. Marine fungi and their habitats. Antibiot Khimioter. 2016;61:52–63.
Carroll AR, et al. Marine natural products. Nat Prod Rep. 2020;37:175–223.
Skropeta D, Wei L. Recent advances in deep-sea natural products. Nat Prod Rep. 2014;31:999–1025.
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.
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.
Chaiyosang B, et al. A new lumazine peptide penilumamide E from the fungus Aspergillus terreus. Nat Prod Res. 2016;30:1017–24.
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.
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.
Rao KV, et al. Butyrolactones from Aspergillus terreus. Chem Pharm Bull. 2000;48:559–62.
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.
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.
Nuclear P, Sommit D, Boonyuen N, Pudhom K. Butenolide and furandione from an endophytic Aspergillus terreus. Chem Pharm Bull. 2010;58:1221–3.
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.
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.
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.
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.
Rank C, et al. epi-Aszonalenins A, B, and C from Aspergillus novofumigatus. Tetrahedron Lett. 2006;47:6099–102.
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
Corresponding authors
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.
Rights and permissions
About this article
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
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1038/s41429-020-00378-y