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Cytotoxic Steroids from Sonchus arvensis

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Chemistry of Natural Compounds Aims and scope

A new steroid, 22Z,24R-5α,6α-epoxyergosta-8(14),22-(Z)-diene-3β,7α-diol (1), and seven known steroids were isolated from Sonchus arvensis L. The structures were elucidated by spectroscopic data. All these known compounds except compounds (6 and 7) were isolated from the title plant for the first time. All compounds were evaluated for cytotoxic activities. The results indicated that 1 and 8 showed moderate cytotoxic activity against two endometrial carcinoma cell lines (ECC-1 and Ishikawa) with IC50 values of 11.2 and 9.1 μM and 5.4 and 8.6 μM, respectively. The pharmacological mechanisms of action were explained via virtual docking of compounds to the main sites in the human estrogen receptor α crystal structure, and western blot analysis showed 8 had stronger inhibitory effects than 1 on the expression of ER α.

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Acknowledgment

This research was supported in part by the Special subject for scientific research of Chinese Medicine from Shanghai Municipal Commission of Health and Family Planning (No. 2018JP007). Zhengxiang Xia and Lihua Lu contributed equally to this work.

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Authors and Affiliations

  1. Department of Pharmacy, School & Hospital of Stomatology, Shanghai Engineering Research Center of Tooth Restoration and Regeneration, Tongji University, 399 Middle Yan Chang Road, 200072, Shanghai, P. R. China

    Zhengxiang Xia

  2. Department of Neonatology, International Peace Maternity and Child Health Hospital, Shanghai Jiaotong University School of Medicine, 200030, Shanghai, P. R. China

    Lihua Lu

  3. Department of Operative Dentistry and Endodontics, School & Hospital of Stomatology, Shanghai Engineering Research Center of Tooth Restoration and Regeneration, Tongji University, 399 Middle Yan Chang Road, 200072, Shanghai, P. R. China

    Lin Li

Authors
  1. Zhengxiang Xia
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  2. Lihua Lu
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  3. Lin Li
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Correspondence to Lin Li.

Additional information

Published in Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2020, pp. 939–943.

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Xia, Z., Lu, L. & Li, L. Cytotoxic Steroids from Sonchus arvensis. Chem Nat Compd 56, 1094–1099 (2020). https://doi.org/10.1007/s10600-020-03234-5

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  • DOI: https://doi.org/10.1007/s10600-020-03234-5

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