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
. 2020 Apr 24;18(4):227.
doi: 10.3390/md18040227.

A New Citrinin Derivative from the Indonesian Marine Sponge-Associated Fungus Penicillium citrinum

Affiliations

A New Citrinin Derivative from the Indonesian Marine Sponge-Associated Fungus Penicillium citrinum

Aninditia Sabdaningsih et al. Mar Drugs. .

Abstract

Sponge-associated fungi are attractive targets for the isolation of bioactive natural products with different pharmaceutical purposes. In this investigation, 20 fungi were isolated from 10 different sponge specimens. One isolate, the fungus Penicillium citrinum strain WK-P9, showed activity against Bacillus subtilis JH642 when cultivated in malt extract medium. One new and three known citrinin derivatives were isolated from the extract of this fungus. The structures were elucidated by 1D and 2D NMR spectroscopy, as well as LC-HRMS. Their antibacterial activity against a set of common human pathogenic bacteria and fungi was tested. Compound 2 showed moderate activity against Mycobacterium smegmatis ATCC607 with a minimum inhibitory concentration (MIC) of 32 µg/mL. Compound 4 exhibited moderate growth inhibition against Bacillus subtilis JH642, B. megaterium DSM32, and M. smegmatis ATCC607 with MICs of 16, 16, and 32 µg/mL, respectively. Furthermore, weak activities of 64 µg/mL against B. subtilis DSM10 and S. aureus ATCC25923 were observed for compound 4.

Keywords: Penicillium citrinum; antibacterial; citrinin derivatives; marine sponges; marine-derived fungi; penicitrinone.

PubMed Disclaimer

Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
a: Sampling site at Wakatobi National Park; b: underwater picture of sponge Suberea sp. WK-P9; c: picture of the therefrom isolated fungus Penicillium citrinum WK-P9, grown on a malt extract agar plate.
Figure 2
Figure 2
Structures of the isolated compounds from sponge-associated fungus P. citrinum WK-P9.
Figure 3
Figure 3
Key HMBC and NOE correlations of compound 1.
Figure 4
Figure 4
Proposed biosynthetic pathway of compound 1.

References

    1. Hu G.P., Yuan J., Sun L., She Z.G., Wu J.H., Lan X.J., Zhu X., Lin Y.C., Chen S.P. Statistical Research on Marine Natural Products Based on Data Obtained between 1985 and 2008. Mar. Drugs. 2011;9:514–525. doi: 10.3390/md9040514. - DOI - PMC - PubMed
    1. Abad M.J., Bedoya L.M., Bermejo P. Marine compounds and their antimicrobial activities. Fortamex. 2011;51:1293–1306.
    1. Dyshlovoy S.A., Fedorov S.N., Shubina L.K., Kuzmich A.S., Bokemeyer C., Keller-Von Amsberg G., Honecker F. Aaptamines from the marine sponge Aaptos sp. display anticancer activities in human cancer cell lines and modulate AP-1-, NF-κB-, and p53-dependent transcriptional activity in mouse JB6 Cl41 cells. Biomed. Res. Int. 2014;2014:469309. doi: 10.1155/2014/469309. - DOI - PMC - PubMed
    1. Yu H., Yang F., Sun F., Li J., Jiao W., Gan J., Hu W., Lin H. Aaptamine Derivatives with Antifungal and Anti-HIV-1 Activities from the South China Sea Sponge Aaptos aaptos. Mar. Drugs. 2014;12:6003–6013. doi: 10.3390/md12126003. - DOI - PMC - PubMed
    1. Lai K.H., Liu Y.C., Su J.H., El-Shazly M., Wu C.F., Du Y.C., Hsu Y.M., Yang J.C., Weng M.K., Chou C.H., et al. Antileukemic Scalarane Sesterterpenoids and Meroditerpenoid from Carteriospongia (Phyllospongia) sp., Induce Apoptosis via Dual Inhibitory Effects on Topoisomerase II and Hsp90. Sci. Rep. 2016;6:36170–36183. doi: 10.1038/srep36170. - DOI - PMC - PubMed

MeSH terms