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  1. 教員研究業績
  2. 生薬学研究室
  3. 原著論文

Sulfur-containing spiroketals from Breynia disticha and evaluations of their anti-inflammatory effect

https://gifu-pu.repo.nii.ac.jp/records/2000025
https://gifu-pu.repo.nii.ac.jp/records/2000025
94c6adb7-e471-49cb-8840-53b34fc32ca5
Item type 研究室原著論文(1)
公開日 2023-10-19
タイトル
タイトル Sulfur-containing spiroketals from Breynia disticha and evaluations of their anti-inflammatory effect
言語 en
言語
言語 eng
資源タイプ
資源タイプ識別子 http://purl.org/coar/resource_type/c_6501
資源タイプ journal article
著者
姓名 Nakashima Ken-ichi
言語 en
姓名 Abe Naohito
言語 en
姓名 Oyama Masayoshi
言語 en
姓名 Murata Hiroko
言語 en
姓名 Inoue Makoto
言語 en
item_3_textarea_2
言語 en
値 Breynia spp. are a key source of sulfur-containing spiroketal glycosides with potential anti-inflammatory activity. In this study, three new sulfur-containing spiroketals - breynin J (1), epibreynin J (2), and probreynogenin (3) - along with four known compounds - probreynin I (4), phyllaemblic acid (5), breynin B (6), and epibreynin B (7) - were isolated from the roots of Breynia disticha. The structures of compounds 1-7 were elucidated by extensive 1D and 2D NMR spectroscopic analyses, including 1D total correlation spectroscopy (TOCSY), HSQC, HMBC, double quantum-filtered (DQF)-COSY, heteronuclear two-bond correlation (H2BC), and HSQC-TOCSY experiments, as well as high-resolution electrospray ionization HRESIMS anal., and quantum chem. electronic CD calculations Furthermore, the absolute configurations of sugar residues were determined by derivatization of the hydrolyzates with l-cysteine Me ester and o-tolyl isothiocyanate followed by HPLC anal. The anti-inflammatory effects of the isolated compounds were evaluated based on the mRNA levels of proinflammatory cytokines in lipopolysaccharide (LPS)-stimulated RAW 264.7 murine macrophage cells. Compounds 1, 2, 6, and 7 inhibited the increase in interleukin (IL)-1β and IL-6 mRNA levels stimulated by LPS. Moreover, the most potent compound 7 was found to significantly inhibit the production of IL-1β and IL-6 proteins, as revealed by the anal. of culture supernatants.
bibliographic_information en : Beilstein Journal of Organic Chemistry

巻 19, 号 1, p. 1604-1614, ページ数 11, 発行日 2023-10-19
item_3_text_4
値 10.3762/bjoc.19.117
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