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

The Journal of Antibiotics volume 73, pages 729–732 (2020)Cite this article

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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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Authors and Affiliations

  1. Natural Product Research Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon, 16419, Republic of Korea

    Seoung Rak Lee, Bum Soo Lee & Ki Hyun Kim

  2. College of Korean Medicine, Gachon University, Seongnam, 13120, Republic of Korea

    Dahae Lee & Ki Sung Kang

  3. Special Forest Products Division, Forest Bioresources Department, National Institute of Forest Science, Suwon, 16631, Republic of Korea

    Rhim Ryoo

  4. School of Chemical Engineering, Sungkyunkwan University, Suwon, 16419, Republic of Korea

    Changhyun Pang

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  1. Seoung Rak Lee
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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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