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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/200002594c6adb7-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 |
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| item_3_text_4 | ||||||
| 値 | 10.3762/bjoc.19.117 | |||||
