Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2022 Jan 17;20(1):77.
doi: 10.3390/md20010077.

New Tripeptide Derivatives Asperripeptides A-C from Vietnamese Mangrove-Derived Fungus Aspergillus terreus LM.5.2

Affiliations

New Tripeptide Derivatives Asperripeptides A-C from Vietnamese Mangrove-Derived Fungus Aspergillus terreus LM.5.2

Elena V Girich et al. Mar Drugs. .

Abstract

Three new tripeptide derivatives asterripeptides A-C (1-3) were isolated from Vietnamese mangrove-derived fungus Aspergillus terreus LM.5.2. Structures of isolated compounds were determined by a combination of NMR and ESIMS techniques. The absolute configurations of all stereocenters were determined using the Murfey's method. The isolated compounds 1-3 contain a rare fungi cinnamic acid residue. The cytotoxicity of isolated compounds against several cancer cell lines and inhibition ability of sortase A from Staphylococcus aureus of asterripeptides A-C were investigated.

Keywords: cinnamic acid; cytotoxicity; diketopiperazines; mangrove-derived fungi; marine-derived fungi; secondary metabolites; sortase A; tripeptide derivatives.

PubMed Disclaimer

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, analyses, or interpretation of data; in the writing of the manuscript; or in the decision to publish the results.

Figures

Figure 1
Figure 1
The structure of isolated 13 compounds.
Figure 2
Figure 2
The key HMBC (a) and 1H-1H COSY and ROESY (b) correlation of 1.
Figure 3
Figure 3
The key HMBC (a) and 1H-1H COSY and ROESY (b) correlations of 2.
Figure 4
Figure 4
The key HMBC (a) and 1H-1H COSY and ROESY (b) correlations of 3.
Figure 5
Figure 5
Effects of asterripeptides A–C (13) on the enzymatic activity of sortase A. Reaction kinetics of sortase A in the presence of isolated compounds (80 μM) and selective inhibitor 4-(hydroxymercuri)benzoic acid (PCMB) are at the same level of substrate concentration. DMSO (0.8%) was used as a vehicle.

References

    1. Varga J., Samson R.A. Aspergillus in the Genomic Era. Wageningen Academic Publishers; Wageningen, The Netherlands: 2008. pp. 1–334.
    1. Uras I.S., Ebada S.S., Korinek M., Albohy A., Abdulrazik B.S., Wang Y.-H., Chen B.-H., Horng J.-T., Lin W., Hwang T.-L., et al. Anti-inflammatory, antiallergic, and COVID-19 main protease (Mpro) inhibitory activities of butenolides from a marine-derived fungus Aspergillus terreus. Molecules. 2021;26:3354. doi: 10.3390/molecules26113354. - DOI - PMC - PubMed
    1. Inamori Y., Kato Y., Kubo M., Kamiki T., Takemoto T., Nomoto K. Studies on metabolites produced by Aspergillus terreus var. aureus. I. Chemical structures and antimicrobial activities of metabolites isolated from culture broth. Chem. Pharm. Bull. 1983;31:4543–4548. doi: 10.1248/cpb.31.4543. - DOI - PubMed
    1. Li H.L., Li X.M., Yang S.Q., Meng L.H., Li X., Wang B.G. Prenylated phenol and benzofuran derivatives from Aspergillus terreus EN-539, an endophytic fungus derived from marine red alga Laurencia okamurai. Mar. Drugs. 2019;17:605. doi: 10.3390/md17110605. - DOI - PMC - PubMed
    1. Liu W., Xu W., Zeng X., Cheng Z., Li Q., Li Y. Aspterrics A and B, new sesquiterpenes from deep sea-derived fungus Aspergillus terreus YPGA10. Rec. Nat. Prod. 2020;14:18–22. doi: 10.25135/rnp.131.19.04.1247. - DOI

Supplementary concepts

LinkOut - more resources