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. 2021 Dec 10;19(12):701.
doi: 10.3390/md19120701.

Cyclic Peptides from the Soft Coral-Derived Fungus Aspergillus sclerotiorum SCSIO 41031

Jieyi Long  1   2 , Yaqi Chen  3 , Weihao Chen  1   2 , Junfeng Wang  1 , Xuefeng Zhou  1 , Bin Yang  1 , Yonghong Liu  1   2
Affiliations

Cyclic Peptides from the Soft Coral-Derived Fungus Aspergillus sclerotiorum SCSIO 41031

Jieyi Long et al. Mar Drugs. .

Abstract

Three novel cyclic hexapeptides, sclerotides C-E (1-3), and a new lipodepsipeptide, scopularide I (4), together with a known cyclic hexapeptide sclerotide A (5), were isolated from fermented rice cultures of a soft coral-derived fungus: Aspergillus sclerotiorum SCSIO 41031. The structures of the new peptides were determined by 1D and 2D NMR spectroscopic analysis, Marfey's method, ESIMS/MS analysis, and single crystal X-ray diffraction analysis. Scopularide I (4) exhibited acetylcholinesterase inhibitory activity with an IC50 value of 15.6 μM, and weak cytotoxicity against the human nasopharyngeal carcinoma cell line HONE-EBV with IC50 value of 10.1 μM.

Keywords: AChE inhibitory; Aspergillus sclerotiorum; lipodepsipeptide; nasopharyngeal carcinoma; sclerotides.

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Conflict of interest statement

The authors declare no conflict of interest. The funders had no role in the design of the study; in the collection, analysis, or interpretation of data; in the writing of the manuscript; or in the decision to publish the results.

Figures

Figure 1
Figure 1
Structures of compounds 1–5.
Figure 2
Figure 2
Key HMBC, 1H-1H COSY, and TOCSY correlations for 1, 3 and 4.
Figure 3
Figure 3
ORTEP drawing of compounds 1 and 4.
Figure 4
Figure 4
Experimental ECD spectra of compounds 1, 2, and 5.
Figure 5
Figure 5
(+)-HRESIMS/MS fragments of compound 3.
Figure 6
Figure 6
Molecular docking of 4 with AChE (PDB code: 2CMF). The binding sites of the molecule 4 (A) with the AChE protein. The 2D interaction details of the predicted binding mode of 4 (B) with the AChE.
See this image and copyright information in PMC

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