{"created":"2023-07-27T06:30:01.411837+00:00","id":14869,"links":{},"metadata":{"_buckets":{"deposit":"9414fbc0-f30f-4746-8d35-7d4ef0b8189a"},"_deposit":{"created_by":3,"id":"14869","owners":[3],"pid":{"revision_id":0,"type":"depid","value":"14869"},"status":"published"},"_oai":{"id":"oai:kanazawa-u.repo.nii.ac.jp:00014869","sets":["1132:1133:1135"]},"author_link":["26674","26369","26673","26675"],"item_4_biblio_info_8":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"1985-05-25","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"5","bibliographicPageEnd":"1954","bibliographicPageStart":"1946","bibliographicVolumeNumber":"33","bibliographic_titles":[{"bibliographic_title":"Chemical & pharmaceutical bulletin"}]}]},"item_4_description_21":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"The first total synthesis of the Alangium alkaloid alangimarckine (8) has been accomplished in the form of a racemic modification by means of an initial coupling of the (±)-tricyclic amino acid 6 with tryptamine and succeeding steps proceeding through the intermediates (±)-7,(±)-10,and (±)-9. The 1'-epimers (±)-12 and (±)-11 were also produced in this reaction sequence. A parallel sequence of conversions starting with the (-)-tricyclic amino acid 6 yielded the chiral molecule (-)-8 via the intermediates (+)-7,(+)-10,and (+)-9,together with the 1'-epimer (-)-11 via (-)-12. The identity of the synthetic (-)-8 with natural alangimarckine unequivocally established the structure and absolute configuration of this alkaoid. The assignments of the configuration at C-1'of 8,9,11,and 12 were based on five criteria, namely, the ratio of products from the NaBH_4 reduction of (±)-10,thin-layer chromatographic mobility, and proton and carbon-13 nuclear magnetic resonance and circular dichroism spectroscopic features.","subitem_description_type":"Abstract"}]},"item_4_publisher_17":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"日本薬学会"}]},"item_4_relation_12":{"attribute_name":"DOI","attribute_value_mlt":[{"subitem_relation_type":"isIdenticalTo","subitem_relation_type_id":{"subitem_relation_type_id_text":"10.1248/cpb.33.1946","subitem_relation_type_select":"DOI"}}]},"item_4_source_id_11":{"attribute_name":"NCID","attribute_value_mlt":[{"subitem_source_identifier":"AA00602100","subitem_source_identifier_type":"NCID"}]},"item_4_source_id_9":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"0009-2363","subitem_source_identifier_type":"ISSN"}]},"item_4_version_type_25":{"attribute_name":"著者版フラグ","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_970fb48d4fbd8a85","subitem_version_type":"VoR"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"Fujii, Tozo"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Kogen, Hiroshi"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Yoshifuji, Shigeyuki"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Ohba, Masashi"}],"nameIdentifiers":[{},{},{}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2017-10-03"}],"displaytype":"detail","filename":"PH-PR-OHBA-M-1946.pdf","filesize":[{"value":"1.4 MB"}],"format":"application/pdf","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"PH-PR-OHBA-M-1946.pdf","url":"https://kanazawa-u.repo.nii.ac.jp/record/14869/files/PH-PR-OHBA-M-1946.pdf"},"version_id":"7d1b76a7-eba6-4f20-a324-533a18bb7a4a"}]},"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":"Quinolizidines. XIII. Syntheses of (±)-and (-)-Alangimarckines","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Quinolizidines. XIII. Syntheses of (±)-and (-)-Alangimarckines"}]},"item_type_id":"4","owner":"3","path":["1135"],"pubdate":{"attribute_name":"公開日","attribute_value":"2017-10-03"},"publish_date":"2017-10-03","publish_status":"0","recid":"14869","relation_version_is_last":true,"title":["Quinolizidines. XIII. Syntheses of (±)-and (-)-Alangimarckines"],"weko_creator_id":"3","weko_shared_id":3},"updated":"2023-07-27T12:14:43.280842+00:00"}