{"created":"2024-03-12T00:31:12.995896+00:00","id":2000025,"links":{},"metadata":{"_buckets":{"deposit":"57b249d5-5412-4aa6-88f8-d2a8a6e52f2b"},"_deposit":{"created_by":192,"id":"2000025","owner":"192","owners":[192],"pid":{"revision_id":0,"type":"depid","value":"2000025"},"status":"published"},"_oai":{"id":"oai:gifu-pu.repo.nii.ac.jp:02000025","sets":["212:276:279"]},"author_link":[],"control_number":"2000025","item_3_biblio_info_3":{"attribute_name":"bibliographic_information","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2023-10-19","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"1","bibliographicNumberOfPages":"11","bibliographicPageEnd":"1614","bibliographicPageStart":"1604","bibliographicVolumeNumber":"19","bibliographic_titles":[{"bibliographic_title":"Beilstein Journal of Organic Chemistry","bibliographic_titleLang":"en"}]}]},"item_3_full_name_1":{"attribute_name":"著者","attribute_value_mlt":[{"names":[{"name":"Nakashima Ken-ichi","nameLang":"en"},{"name":"Abe Naohito","nameLang":"en"},{"name":"Oyama Masayoshi","nameLang":"en"},{"name":"Murata Hiroko","nameLang":"en"},{"name":"Inoue Makoto","nameLang":"en"}]}]},"item_3_text_4":{"attribute_name":"item_3_text_4","attribute_value_mlt":[{"subitem_text_value":"10.3762/bjoc.19.117"}]},"item_3_textarea_2":{"attribute_name":"item_3_textarea_2","attribute_value_mlt":[{"subitem_textarea_language":"en","subitem_textarea_value":"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."}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"eng"}]},"item_resource_type":{"attribute_name":"item_resource_type","attribute_value_mlt":[{"resourcetype":"journal article","resourceuri":"http://purl.org/coar/resource_type/c_6501"}]},"item_title":"Sulfur-containing spiroketals from Breynia disticha and evaluations of their anti-inflammatory effect","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Sulfur-containing spiroketals from Breynia disticha and evaluations of their anti-inflammatory effect","subitem_title_language":"en"}]},"item_type_id":"3","owner":"192","path":["279"],"pubdate":{"attribute_name":"公開日","attribute_value":"2023-10-19"},"publish_date":"2023-10-19","publish_status":"0","recid":"2000025","relation_version_is_last":true,"title":["Sulfur-containing spiroketals from Breynia disticha and evaluations of their anti-inflammatory effect"],"weko_creator_id":"192","weko_shared_id":-1},"updated":"2025-03-25T05:04:15.853552+00:00"}