Asperpyrone, a rare α-pyrone metabolite produced by an endophytic fungus Aspergillus sp. isolated from Garicinia smeathmannii (Planch. & Triana) Oliv

Jean-Bosco Jouda; Emmanuel Mfotie Njoya; Ruland Tchuinkeu Nguengang; Virginie Flaure Tsague Tankeu; Hans-Georg Stammler; Yoshihito Shiono; Norbert Sewald; Alain Meli Lannang

doi:10.1080/14786419.2021.1944139

Asperpyrone, a rare α-pyrone metabolite produced by an endophytic fungus Aspergillus sp. isolated from Garicinia smeathmannii (Planch. & Triana) Oliv

Nat Prod Res. 2023 Jan;37(1):8-15. doi: 10.1080/14786419.2021.1944139. Epub 2021 Jun 28.

Authors

Affiliations

¹ Department of Chemical Engineering, School of Chemical Engineering and Mineral Industries, University of Ngaoundere, Ngaoundere, Cameroon.
² Faculty of Science, Department of Biochemistry, University of Yaoundé I, Yaoundé, Cameroon.
³ Institute of Pharmacy, Martin-Luther University of Halle-Wittenberg, Halle, Germany.
⁴ Department of Chemistry, Higher Teacher Training College, University of Yaoundé 1, Yaoundé, Cameroon.
⁵ Faculty of Science, Department of Chemistry, University of Maroua, Maroua, Cameroon.
⁶ Department of Chemistry, Higher Teachers Training College, University of Maroua, Maroua, Cameroon.
⁷ Department of Chemistry, Inorganic and Structural Chemistry, Bielefeld University, Bielefeld, Germany.
⁸ Faculty of Agriculture, Department of Food, Life, and Environmental Science, Yamagata University, Tsuruoka, Japan.
⁹ Department of Chemistry, Organic and Bioorganic Chemistry, Bielefeld University, Bielefeld, Germany.

PMID: 34180309
DOI: 10.1080/14786419.2021.1944139

Abstract

A new α-pyrone, asperpyrone (1) and two known compounds, stigmasterol (2) and 7-hydroxy-3-(2,3-dihydroxybutyl)-1(3H)-Isobenzofuranone (3) were isolated from the solid rice culture of the endophytic fungus Aspergillus sp., an endophytic fungus isolated from the fresh inner tissue of the barks of Garicinia smeathmannii. Their structures were determined by extensive spectral analysis including 1 D and 2 D NMR, HRESIMS and single-crystal X-ray crystallographic analysis. Asperpyrone (1) was tested against an axenic culture of Entamoeba moshkovskii, but did not exhibit any significant amoebicidal activity.

Keywords: Aspergillus; Garicinia smeathmannii; amoebicidal activity; α-pyrone.

MeSH terms

Aspergillus* / chemistry
Crystallography, X-Ray
Magnetic Resonance Spectroscopy
Molecular Structure
Pyrones*

Substances

Pyrones