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  1. Article ; Online: Anti-inflammatory steroids from the stems of Solanum nigrum L

    Deng, Junru / Wang, Lin / Jin, Qingyu / Zeng, Jia / Xu, Jingwen / He, Xiangjiu / Wang, Yihai

    Phytochemistry. 2023 June, v. 210 p.113667-

    2023  

    Abstract: Sixteen previously undescribed steroidal sapogenins along with two known ones were isolated from the stems of Solanum nigrum L. (Solanaceae). Their structures were identified using a combination of 1D and 2D NMR, HR-ESI-MS spectroscopy, the Mosher method, ...

    Abstract Sixteen previously undescribed steroidal sapogenins along with two known ones were isolated from the stems of Solanum nigrum L. (Solanaceae). Their structures were identified using a combination of 1D and 2D NMR, HR-ESI-MS spectroscopy, the Mosher method, and X-ray diffraction analysis. Compounds 1–8 have an unusual F ring and 9–12 have a derived A ring, both of which are rare skeletons found in natural products. The biological evaluation showed that the isolated steroids exhibited inhibition of nitric oxide in the LPS-induced RAW 264.7 macrophages with IC₅₀ values from 7.4 to 41.3 μM. Further studies revealed that compounds 6 and 10 exhibited anti-inflammatory activity by blocking the nuclear translocation of NF-κB, and down-regulating the expression of iNOS, COX-2, IL-1β, and IL-6 in a concentration-dependent manner. These results suggest that the stems of S. nigrum may serve as a source of anti-inflammatory agents for use in healthy or medicinal products.
    Keywords Solanum nigrum ; X-ray diffraction ; anti-inflammatory activity ; biological assessment ; interleukin-6 ; macrophages ; nitric oxide ; plant biochemistry ; sapogenins ; spectroscopy ; Solanum nigrum L. ; Solanaceae ; steroid ; 23,26-epoxyfurostanoids ; 4-oxa-A-homo-5α-spirostan-3-one ; anti-inflammatory
    Language English
    Dates of publication 2023-06
    Publishing place Elsevier Ltd
    Document type Article ; Online
    ZDB-ID 208884-8
    ISSN 1873-3700 ; 0031-9422
    ISSN (online) 1873-3700
    ISSN 0031-9422
    DOI 10.1016/j.phytochem.2023.113667
    Database NAL-Catalogue (AGRICOLA)

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  2. Article ; Online: Anti-inflammatory steroids from the stems of Solanum nigrum L.

    Deng, Junru / Wang, Lin / Jin, Qingyu / Zeng, Jia / Xu, Jingwen / He, Xiangjiu / Wang, Yihai

    Phytochemistry

    2023  Volume 210, Page(s) 113667

    Abstract: Sixteen previously undescribed steroidal sapogenins along with two known ones were isolated from the stems of Solanum nigrum L. (Solanaceae). Their structures were identified using a combination of 1D and 2D NMR, HR-ESI-MS spectroscopy, the Mosher method, ...

    Abstract Sixteen previously undescribed steroidal sapogenins along with two known ones were isolated from the stems of Solanum nigrum L. (Solanaceae). Their structures were identified using a combination of 1D and 2D NMR, HR-ESI-MS spectroscopy, the Mosher method, and X-ray diffraction analysis. Compounds 1-8 have an unusual F ring and 9-12 have a derived A ring, both of which are rare skeletons found in natural products. The biological evaluation showed that the isolated steroids exhibited inhibition of nitric oxide in the LPS-induced RAW 264.7 macrophages with IC
    MeSH term(s) Animals ; Mice ; Solanum nigrum/chemistry ; Anti-Inflammatory Agents/pharmacology ; Anti-Inflammatory Agents/metabolism ; Macrophages/metabolism ; NF-kappa B/metabolism ; Steroids/chemistry ; Lipopolysaccharides/pharmacology ; Nitric Oxide ; Nitric Oxide Synthase Type II/metabolism ; RAW 264.7 Cells
    Chemical Substances Anti-Inflammatory Agents ; NF-kappa B ; Steroids ; Lipopolysaccharides ; Nitric Oxide (31C4KY9ESH) ; Nitric Oxide Synthase Type II (EC 1.14.13.39)
    Language English
    Publishing date 2023-04-01
    Publishing country England
    Document type Journal Article
    ZDB-ID 208884-8
    ISSN 1873-3700 ; 0031-9422
    ISSN (online) 1873-3700
    ISSN 0031-9422
    DOI 10.1016/j.phytochem.2023.113667
    Database MEDical Literature Analysis and Retrieval System OnLINE

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