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Secondary Metabolites from the Endophytic Fungus Annulohypoxylon stygium BCRC 34024

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Chemistry of Natural Compounds Aims and scope

A new γ-butyrolactone, annulostygilactone (1), along with nine known compounds consisting of seven benzenoids [p-hydroxybenzaldehyde (2), methylparaben (3), p-hydroxybenzoic acid (4), syringaldehyde (5), eugenol (6), vanillic acid (7), and ferulic acid (8)], and two triterpenoids [ursolic acid (9) and _-daucosterol (10)] were isolated from the endophytic fungus Annulohypoxylon stygium BCRC 34024. Their structures were determined based on their 1D and 2D NMR and HR-ESI-MS spectral data as well as comparison with previous literature data. All compounds were found for the first time in this species. It is worthy of note that this is the first report of secondary metabolites isolated from this fungus. The inhibitory effects of some isolates (compounds 1, 9, and 10) on nitric oxide (NO) production in lipopolysaccharide (LPS)-activated macrophages were evaluated. Compound 1 showed stronger inhibition of NO production than the positive control quercetin.

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Acknowledgment

This investigation was supported by a grant from the Ministry of Economic Affairs of the Republic of China. The authors also thank Senior Technician Mrs. Chyi-Jia Wang of the Center for Resources, Research, and Development (CRRD) of Kaohsiung Medical University for measuring the 2D NMR data.

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Authors and Affiliations

  1. Bioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), 300, Hsinchu, Taiwan

    Ming-Jen Cheng, Ming-Der Wu, Sung-Yuan Hsieh & Gwo-Fang Yuan

  2. Department of Pharmacy & Graduate Institute of Pharmaceutical Technology, Tajen University, 907, Pingtung, Taiwan

    Jih-Jung Chen

  3. Natural Chemical Ind. Co. Ltd, 500, Changhua, Taiwan

    Yen-Chen Cheng

  4. School of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, College of Pharmacy, China Medical University (CMU), 404, Taichung, Taiwan

    Ming-Tsuen Hsieh

  5. Graduate Institute of Medicine, College of Medicine, Kaohsiung Medical University (KMU), 807, Kaohsiung, Taiwan

    Yung-Shun Su

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  1. Ming-Jen Cheng
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Correspondence to Ming-Jen Cheng.

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Published in Khimiya Prirodnykh Soedinenii, No. 2, March–April, 2014, pp. 211–214.

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Cheng, MJ., Wu, MD., Chen, JJ. et al. Secondary Metabolites from the Endophytic Fungus Annulohypoxylon stygium BCRC 34024. Chem Nat Compd 50, 237–241 (2014). https://doi.org/10.1007/s10600-014-0921-0

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  • DOI: https://doi.org/10.1007/s10600-014-0921-0

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