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
. 2021 Nov;354(11):e2100206.
doi: 10.1002/ardp.202100206. Epub 2021 Aug 8.

Fintiamin: A diketopiperazine from the marine sponge-derived fungus Eurotium sp

Mahmoud F Elsebai  1 , Clara T Schoeder  2 , Christa E Müller  2
Affiliations

Fintiamin: A diketopiperazine from the marine sponge-derived fungus Eurotium sp

Mahmoud F Elsebai et al. Arch Pharm (Weinheim). 2021 Nov.

Abstract

The fungus Eurotium sp., derived from the marine sponge Ircinia variabilis, was found to produce a diketopiperazine-indole alkaloid that we named fintiamin (1). Structural elucidation of 1 was achieved by extensive spectroscopic analysis including nuclear magnetic resonance spectroscopy and mass spectrometry. Compound 1 is a lipophilic terpenoid-dipeptide hybrid molecule that shows affinity for the cannabinoid CB1 receptor at low micromolar concentrations. Docking studies based on previous X-ray structures provide a plausible binding pose for compound 1 in the orthosteric binding site of the CB1 receptor.

Keywords: Eurotium sp.; cannabinoid receptors; diketopiperazine; marine endophytes; marine natural products.

PubMed Disclaimer

References

REFERENCES

    1. M. E. Rateb, R. Ebel, Nat. Prod. Rep. 2011, 28, 290. https://doi.org/10.1039/c0np00061b
    1. J. Xu, M. Yi, L. Ding, S. He, Mar. Drugs 2019, 17, 636. https://doi.org/10.3390/md17110636
    1. S. Ahmad, M. Saleem, N. Riaz, Y. S. Lee, R. Diri, A. Noor, D. Almasri, A. Bagalagel, M. F. Elsebai, Front. Pharmacol. 2020, 11, 688. https://doi.org/10.3389/fphar.2020.00688
    1. N. Legrave, M. F. Elsebai, M. Mehiri & P. Amade Studies in Natural Products Chemistry, Vol. 45, 2015, Ch.8.
    1. M. F. Elsebai, L. Natesan, S. Kehraus, I. E. Mohamed, G. Schnakenburg, F. Sasse, S. Shaaban, M. Gütschow, G. M. König, J. Nat. Prod. 2011, 74, 2282. https://doi.org/10.1021/np2004227

Substances

LinkOut - more resources