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Lanostane triterpenoids from fruiting bodies of basidiomycete Stereum sp., structures and biological activities

The Journal of Antibiotics volume 70, pages1104–1111(2017)Cite this article

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Abstract

Twelve new lanostane triterpenoids, sterenoids A–L (1–12) have been isolated from fruiting bodies of the basidiomycete Stereum sp. Compounds 1–12 are rare 14(13→12)abeo-lanostane triterpenoids featuring remarkable 13R configurations that discriminate from the previously covered counterparts. Their structures and absolute configurations are assigned on the basis of in-depth one- and two-dimensional NMR spectroscopic analysis, as well as unbiased quantum chemical NMR and electronic CD calculations. All isolates are evaluated for their in vitro cytotoxicity against five human tumor cell lines. Compound 5 exhibits potent cytotoxic activities against tumor cell lines HL-60 and SMMC-7721 with IC50 values of 4.7 and 7.6 μM, respectively.

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Acknowledgements

This work was financially supported by National Natural Science Foundation of China (81561148013 and 81373289) and the Key Projects of Technological Innovation of Hubei Province (number 2016ACA138). Computational resources used in this work were supported in part by HPC Center, Kunming Institute of Botany, CAS, China. We thank Professor Yu-Cheng Dai of Beijing Forestry University, for the identification of the mushroom. We wish to thank Dr Tian Lu (Beijing Kein Research Center for Natural Sciences) for his fruitful discussions in the quantum chemical calculations with Gaussian 09.

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Affiliations

  1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, China

    Jian-Neng Yao, Yang Tang & Zhen-Zhu Zhao

  2. University of Chinese Academy of Sciences, Beijing, China

    Jian-Neng Yao, Yang Tang & Zhen-Zhu Zhao

  3. School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan, China

    Lin Chen, He-Ping Chen, Zheng-Hui Li, Tao Feng & Ji-Kai Liu

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  1. Jian-Neng Yao
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Correspondence to Tao Feng or Ji-Kai Liu.

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Yao, JN., Chen, L., Tang, Y. et al. Lanostane triterpenoids from fruiting bodies of basidiomycete Stereum sp., structures and biological activities. J Antibiot 70, 1104–1111 (2017). https://doi.org/10.1038/ja.2017.122

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