{"created":"2023-05-15T16:50:10.120242+00:00","id":27914,"links":{},"metadata":{"_buckets":{"deposit":"a433c02a-3f41-4fce-9dc2-4acecef3893c"},"_deposit":{"created_by":6,"id":"27914","owners":[6],"pid":{"revision_id":0,"type":"depid","value":"27914"},"status":"published"},"_oai":{"id":"oai:nagasaki-u.repo.nii.ac.jp:00027914","sets":["6:7"]},"author_link":["124450","124446","124445","124449","124447","124448"],"item_2_biblio_info_6":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2022-12-12","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"2","bibliographicPageEnd":"157","bibliographicPageStart":"148","bibliographicVolumeNumber":"87","bibliographic_titles":[{"bibliographic_title":"Bioscience, Biotechnology, and Biochemistry"}]}]},"item_2_description_4":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"Lukianol A (1a) and its six derivatives 1b-1g, in which each hydroxyl groups of 1a was individually modified, were synthesized via the common intermediate 7a, which was obtained by condensation of the styryl carbazate 10 with p-hydroxyphenylpyruvic acid and subsequent [3,3]-sigmatropic rearrangement. The synthesized lukianol derivatives were evaluated for their ability to inhibit human aldose reductase. 4′-O-methyl (1b) and 4′-dehydroxy (1g) derivatives showed the same level of inhibitory activity as 1a (IC50 2.2 µM), indicating that the 4′-OH is irrelevant for the activity. In contrast, methylation of the hydroxyl group at the 4″′-position (1d) resulted in the loss of activity at a concentration of 10 µM, and masking the hydroxyl group at the 4″-position (1e) caused a 9-fold decrease in activity compared with that of 1b, suggesting that the 4″-OH is an essential group, and the 4″′-OH is required for higher activity.","subitem_description_type":"Abstract"}]},"item_2_description_63":{"attribute_name":"引用","attribute_value_mlt":[{"subitem_description":"Bioscience, biotechnology, and biochemistry, 87(2), pp.148-157; 2023　","subitem_description_type":"Other"}]},"item_2_publisher_33":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"Oxford University Press"}]},"item_2_relation_12":{"attribute_name":"DOI","attribute_value_mlt":[{"subitem_relation_type":"isVersionOf","subitem_relation_type_id":{"subitem_relation_type_id_text":"10.1093/bbb/zbac193","subitem_relation_type_select":"DOI"}}]},"item_2_rights_13":{"attribute_name":"権利","attribute_value_mlt":[{"subitem_rights":"© The Author(s) 2022. Published by Oxford University Press on behalf of Japan Society for Bioscience, Biotechnology, and Agrochemistry. This article is published and distributed under the terms of the Oxford University Press, Standard Journals Publication Model (https://academic.oup.com/journals/pages/open_access/funder_policies/chorus/standard_publication_model) This is a pre-copyedited, author-produced version of an article accepted for publication in Bioscience, biotechnology, and biochemistry following peer review. The version of record Bioscience, biotechnology, and biochemistry, 87(2), pp.148-157; 2023 is available online at: https://doi.org/10.1093/bbb/zbac193."}]},"item_2_source_id_7":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"1347-6947","subitem_source_identifier_type":"ISSN"}]},"item_2_version_type_16":{"attribute_name":"著者版フラグ","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_ab4af688f83e57aa","subitem_version_type":"AM"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"Ishibashi, Fumito"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Zha, Shijiao"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Kondo, Taiyo"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Sakamoto, Mayu"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Ueno, Mikinori"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Fukuda, Tsutomu"}],"nameIdentifiers":[{}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2023-12-12"}],"displaytype":"detail","filename":"BBB87_148.pdf","filesize":[{"value":"4.5 MB"}],"format":"application/pdf","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"BBB87_148.pdf","url":"https://nagasaki-u.repo.nii.ac.jp/record/27914/files/BBB87_148.pdf"},"version_id":"7b3afbda-8ca5-4e30-8719-d233c2ca890c"}]},"item_keyword":{"attribute_name":"キーワード","attribute_value_mlt":[{"subitem_subject":"marine alkaloid","subitem_subject_scheme":"Other"},{"subitem_subject":"lukianol","subitem_subject_scheme":"Other"},{"subitem_subject":"aldose reductase inhibitor","subitem_subject_scheme":"Other"},{"subitem_subject":"total synthesis","subitem_subject_scheme":"Other"},{"subitem_subject":"SAR","subitem_subject_scheme":"Other"}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"eng"}]},"item_resource_type":{"attribute_name":"資源タイプ","attribute_value_mlt":[{"resourcetype":"journal article","resourceuri":"http://purl.org/coar/resource_type/c_6501"}]},"item_title":"Synthesis and structure-activity relationship study of aldose reductase inhibiting marine alkaloid lukianol A and its derivatives","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Synthesis and structure-activity relationship study of aldose reductase inhibiting marine alkaloid lukianol A and its derivatives"}]},"item_type_id":"2","owner":"6","path":["7"],"pubdate":{"attribute_name":"公開日","attribute_value":"2023-02-10"},"publish_date":"2023-02-10","publish_status":"0","recid":"27914","relation_version_is_last":true,"title":["Synthesis and structure-activity relationship study of aldose reductase inhibiting marine alkaloid lukianol A and its derivatives"],"weko_creator_id":"6","weko_shared_id":-1},"updated":"2023-05-15T18:13:36.565170+00:00"}