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Wakodecaline C, new tetrahydrofuran-fused decalin metabolite isolated from fungus Pyrenochaetopsis sp. RK10-F058


A new decalin-containing secondary metabolite, wakodecaline C, was isolated from a fungus Pyrenochaetopsis sp. RK10-F058 by screening structurally interesting metabolites based on LC/MS profiling. The structure including the absolute configuration was determined by a combination of spectroscopic methods including NMR and mass spectrometry, chemical reaction, and calculation of ECD spectra. Wakodecaline C has unique structural features containing a tetrahydrofuran-fused decalin skeleton and tetramic acid moiety, which are connected through a double bond. The compound showed moderate cytotoxicity against HL-60 cells and antimalarial activity against the Plasmodium falciparum 3D7 strain.

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We would like to thank Dr T. Nakamura at RIKEN for the measurement of HRESITOFMS and H. Aono at RIKEN for performing the activity tests. Computer calculations using Gaussian 16 were performed using HOKUSAI at RIKEN. This work was supported in part by JSPS KAKENHI (grant numbers 17K07784, 20K05858, 20K05872, and 21H04720).

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Correspondence to Naoki Kato.

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Nogawa, T., Kato, N., Shimizu, T. et al. Wakodecaline C, new tetrahydrofuran-fused decalin metabolite isolated from fungus Pyrenochaetopsis sp. RK10-F058. J Antibiot 76, 346–350 (2023).

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