{"created":"2024-10-29T01:21:24.881832+00:00","id":2007069,"links":{},"metadata":{"_buckets":{"deposit":"f7d6933f-1a76-47a0-8a11-bb9decc13420"},"_deposit":{"created_by":7,"id":"2007069","owners":[7],"pid":{"revision_id":0,"type":"depid","value":"2007069"},"status":"published"},"_oai":{"id":"oai:tokushima-u.repo.nii.ac.jp:02007069","sets":["1713853213384:1713853295607"]},"author_link":["379"],"item_10001_alternative_title_1":{"attribute_name":"タイトル別表記","attribute_value_mlt":[{"subitem_alternative_title":"Development of Novel Functional Molecules Based on the Molecular Structure Characteristics of Diketopiperazines","subitem_alternative_title_language":"en"}]},"item_10001_biblio_info_7":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2017-12-01","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"12","bibliographicPageEnd":"1516","bibliographicPageStart":"1505","bibliographicVolumeNumber":"137","bibliographic_titles":[{"bibliographic_title":"YAKUGAKU ZASSHI(藥學雜誌)","bibliographic_titleLang":"ja"},{"bibliographic_title":"Journal of the Pharmaceutical Society of Japan","bibliographic_titleLang":"en"}]}]},"item_10001_description_5":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"This article focuses on our investigation of the molecular structure characteristics of diketopiperazines (DKPs), and application of these findings to the development of novel functional molecules. DKPs bearing a benzyl moiety are known to adopt a folded conformation, in which the benzyl moiety is folded over the DKP ring. In order to investigate the driving force behind the folded conformation, we synthesized DKPs bearing a benzyl moiety with different para-substituents, and demonstrated that the folded conformation likely arose from intramolecular CH/p interactions, based on the electronic effects of para-substituents on the benzyl group in 1H NMR spectroscopy. On the other hand, N4-methylation of DKPs bearing a benzyl moiety was found to change their folded conformation to an extended conformation, based on single crystal X-ray crystallography and 1H NMR spectroscopy analysis. Next, we attempted to synthesize both hydroxamate-type siderophores containing the DKP ring: rhodotorulic acid and erythrochelin. Facile synthesis of rhodotorulic acid and its N,N′-dimethylated derivative was achieved by microwave-assisted cyclization of the corresponding dipeptide precursors. Interestingly, N,N′-dimethylated rhodotorulic acid was found to be more soluble in various organic solvents than rhodotorulic acid. Moreover, erythrochelin was synthesized for the first time, and its metal-chelating ability with not only Fe(III) but also Mg(II) was confirmed based on electrospray ionization mass spectrometry (ESI-MS) analysis. Finally, we synthesized DKPs bearing a primary amino group, and found that they could catalyze the asymmetric aldol reaction between hydroxyacetone and p-nitrobenzaldehyde.","subitem_description_language":"en","subitem_description_type":"Abstract"}]},"item_10001_publisher_8":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"日本薬学会","subitem_publisher_language":"ja"}]},"item_10001_source_id_9":{"attribute_name":"収録物ID","attribute_value_mlt":[{"subitem_source_identifier":"13475231","subitem_source_identifier_type":"ISSN"},{"subitem_source_identifier":"00316903","subitem_source_identifier_type":"ISSN"},{"subitem_source_identifier":"AA11696503","subitem_source_identifier_type":"NCID"},{"subitem_source_identifier":"AN00284903","subitem_source_identifier_type":"NCID"}]},"item_10001_version_type_20":{"attribute_name":"出版タイプ","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_970fb48d4fbd8a85","subitem_version_type":"VoR"}]},"item_1715043197608":{"attribute_name":"アクセス権","attribute_value_mlt":[{"subitem_access_right":"open access"}]},"item_1722929371688":{"attribute_name":"出版社版DOI","attribute_value_mlt":[{"subitem_relation_name":[{"subitem_relation_name_language":"ja","subitem_relation_name_text":"10.1248/yakushi.17-00176"}],"subitem_relation_type_id":{"subitem_relation_type_id_text":"https://doi.org/10.1248/yakushi.17-00176","subitem_relation_type_select":"DOI"}}]},"item_1723180141928":{"attribute_name":"EID","attribute_value_mlt":[{"subitem_identifier_type":"URI","subitem_identifier_uri":"342573"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorAffiliations":[{"affiliationNameIdentifiers":[{"affiliationNameIdentifier":"","affiliationNameIdentifierScheme":"ISNI","affiliationNameIdentifierURI":"http://www.isni.org/isni/"}],"affiliationNames":[{"affiliationName":"","affiliationNameLang":"ja"}]}],"creatorNames":[{"creatorName":"中尾, 允泰","creatorNameLang":"ja"},{"creatorName":"ナカオ, ミチヤス","creatorNameLang":"ja-Kana"},{"creatorName":"Nakao, Michiyasu","creatorNameLang":"en"}],"familyNames":[{"familyName":"中尾","familyNameLang":"ja"},{"familyName":"ナカオ","familyNameLang":"ja-Kana"},{"familyName":"Nakao","familyNameLang":"en"}],"givenNames":[{"givenName":"允泰","givenNameLang":"ja"},{"givenName":"ミチヤス","givenNameLang":"ja-Kana"},{"givenName":"Michiyasu","givenNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"379","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"189902/profile-ja.html","nameIdentifierScheme":"徳島大学 教育研究者総覧","nameIdentifierURI":"http://pub2.db.tokushima-u.ac.jp/ERD/person/189902/profile-ja.html"},{"nameIdentifier":"60550001","nameIdentifierScheme":"e-Rad","nameIdentifierURI":"https://nrid.nii.ac.jp/ja/search/?qm=60550001"}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_access","date":[{"dateType":"Available","dateValue":"2020-01-10"}],"displaytype":"detail","filename":"yakushi_137_12_1505.pdf","filesize":[{"value":"1.03 MB"}],"format":"application/pdf","mimetype":"application/pdf","url":{"objectType":"fulltext","url":"https://tokushima-u.repo.nii.ac.jp/record/2007069/files/yakushi_137_12_1505.pdf"},"version_id":"6d1fbb96-f920-4e5e-9bc6-ae05ac6130ea"}]},"item_keyword":{"attribute_name":"キーワード","attribute_value_mlt":[{"subitem_subject":"diketopiperazine","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"conformation","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"CH/p interaction","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"N-methylation","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"siderophore","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"organocatalyst","subitem_subject_language":"en","subitem_subject_scheme":"Other"}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"jpn"}]},"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":"ジケトピペラジンの分子構造特性を基盤とする機能性分子の創製","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"ジケトピペラジンの分子構造特性を基盤とする機能性分子の創製","subitem_title_language":"ja"}]},"item_type_id":"40001","owner":"7","path":["1713853295607"],"pubdate":{"attribute_name":"PubDate","attribute_value":"2020-01-10"},"publish_date":"2020-01-10","publish_status":"0","recid":"2007069","relation_version_is_last":true,"title":["ジケトピペラジンの分子構造特性を基盤とする機能性分子の創製"],"weko_creator_id":"7","weko_shared_id":-1},"updated":"2025-02-04T06:03:27.330406+00:00"}