Planta Med 2016; 82(07): 639-644
DOI: 10.1055/s-0041-111629
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Sesquiterpenoids with PTP1B Inhibitory Activity and Cytotoxicity from the Edible Mushroom Pleurotus citrinopileatus

Authors

  • Qiao-Qiao Tao*

    1   State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, Peopleʼs Republic of China
    2   University of Chinese Academy of Sciences, Beijing, Peopleʼs Republic of China
  • Ke Ma*

    1   State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, Peopleʼs Republic of China
  • Li Bao

    1   State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, Peopleʼs Republic of China
  • Kai Wang

    1   State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, Peopleʼs Republic of China
  • Jun-Jie Han

    1   State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, Peopleʼs Republic of China
  • Wen-Zhao Wang

    1   State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, Peopleʼs Republic of China
  • Jin-Xia Zhang

    3   Key Laboratory of Microbial Resources, Ministry of Agriculture, Institute of Agricultural Resources and Regional Planning, Chinese Academy of Agricultural Sciences, Beijing, Peopleʼs Republic of China
  • Chen-Yang Huang

    3   Key Laboratory of Microbial Resources, Ministry of Agriculture, Institute of Agricultural Resources and Regional Planning, Chinese Academy of Agricultural Sciences, Beijing, Peopleʼs Republic of China
  • Hong-Wei Liu

    1   State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, Peopleʼs Republic of China
Weitere Informationen

Publikationsverlauf

received 06. September 2015
revised 29. November 2015

accepted 05. Dezember 2015

Publikationsdatum:
12. Februar 2016 (online)

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Abstract

One new perhydrobenzannulated 5,5-spiroketal sesquiterpene, pleurospiroketal F (1), as well as six new modified bisabolene sesquiterpenes pleurotins A–F (27) were isolated from solid-state fermentation of Pleurotus citrinopileatus. The structures of compounds 17 were determined by NMR and MS spectroscopic analysis. The absolute configuration of 1 was determined by X-ray diffraction analysis, while the absolute configurations of 37 were assigned using the in situ dimolybdenum circular dichroism method and circular dichroism data comparison. Protein tyrosine phosphatase 1B plays a crucial role as a negative regulator of the insulin-dependent signal cascades. Therefore, the protein tyrosine phosphatase 1B inhibitor can be used for treating type 2 diabetes mellitus and obesity. Compounds 2 and 6 showed moderate inhibitory effects on protein tyrosine phosphatase 1B with IC50 s of 32.1 µM and 30.5 µM, respectively. The kinetic study confirmed compound 2 to be a noncompetitive inhibitor. Compounds 17 did not show cytotoxic activity against cancer cell lines (IC50 > 50 µM).

* These authors contributed equally to this work.


Supporting Information