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Phallac acids A and B, new sesquiterpenes from the fruiting bodies of Phallus luteus

Abstract

Phallus luteus (Phallaceae), previously known as Dictyophora indusiata, is an edible and medicinal mushroom. As part of a continuing project to discover structurally and/or biologically novel natural products from wild mushrooms, we aimed to perform a chemical investigation of the methanol extract of P. luteus combined with a liquid chromatography–mass spectrometry-guided analysis coupled to an in-house UV spectral library. Two new sesquiterpenes, phallac acids A (1) and B (2), were isolated and determined. The chemical structure of the new natural products was unambiguously determined using a combination of 1D and 2D NMR and high-resolution electrospray ionization mass spectrometry data. To our knowledge, this is the first study to report linear sesquiterpene carboxylic acids from P. luteus. The new compounds were evaluated for α-glucosidase inhibitory activities where phallac acid B (2) showed α-glucosidase inhibitory potential (IC50 value of 94.89 ± 5.57 μM) compared with the standard acarbose (IC50 value of 26.23 ± 1.31 μM).

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Acknowledgements

This work was supported by a grant from the National Research Foundation of Korea (NRF), funded by the Korean government (MSIT) (2018R1A2B2006879 and 2019R1A5A2027340). This work was also supported by a grant from the KRIBB Research Initiative Program. This work was also supported by the Nano Convergence Industrial Strategic Technology Development Program (20000105, Development of Cosmeceutical Material Platform using Organo-Nano Complexes based on Natural Active Compounds) funded by the Ministry of Trade, Industry & Energy (MOTIE, Korea).

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Correspondence to Ki Hyun Kim.

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Lee, S.R., Lee, D., Lee, B.S. et al. Phallac acids A and B, new sesquiterpenes from the fruiting bodies of Phallus luteus. J Antibiot 73, 729–732 (2020). https://doi.org/10.1038/s41429-020-0328-z

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