{"created":"2023-06-19T09:51:22.008989+00:00","id":8534,"links":{},"metadata":{"_buckets":{"deposit":"8d3b231c-f1fd-4959-84f4-ec8402d8e0d4"},"_deposit":{"created_by":18,"id":"8534","owners":[18],"pid":{"revision_id":0,"type":"depid","value":"8534"},"status":"published"},"_oai":{"id":"oai:fukuyama-u.repo.nii.ac.jp:00008534","sets":["502:503:627:761"]},"author_link":["45078","45077","45079","45080","45076","45081","45075"],"item_10002_biblio_info_7":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2008-12-25","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"26","bibliographicPageEnd":"47","bibliographicPageStart":"47","bibliographic_titles":[{"bibliographic_title":"福山大学薬学部研究年報"},{"bibliographic_title":"Annual report of the Faculty of Pharmacy & Pharmaceutical Sciences, Fukuyama University","bibliographic_titleLang":"en"}]}]},"item_10002_description_5":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"An asymmetric synthesis of the core carbazole structure, 6-desprenyl-carquinostatin 3 and 6-descycloavandulyl-lavanduquinocin 3, toward a total synthesis of carquinostatin A (1) and lavanduquinocin (2), has been established. Lipase QLM (Meito) catalyzed enantioselective acetylation of the racemic alcohol 6 gave the (-)-acetate 7 and the (+)-alcohol 6 with high enantioselectivity. The absolute stereochemistry of the (-)- and (+)-alcohol 6 have been determined to be R- and S-configurations, respectively, by the advanced Mosher method. In the same manner, the (-)-acetate 13 and the (+)-alcohol 12 have been obtained from the racemic alcohol 12. The (R)-(-)-acetate 13, derived from the (R)-(-)-acetate 7, was the same as the (-)-acetate 13, which has been determined to be (R)-configuration. Oxidation of the (R)-(-)-acetate 13 followed by hydrolysis afforded (R)-(-)-6-desprenyl-carquinostatin [and (R)-(-)-6-descycloavandulyl-lavanduquinocin] 3. In addition, oxidation of the (S)-(+)-alcohol 12 provided (S)-(+)-3, which is the enantiomer of 6-desprenyl-carquinostatin A (R)-(-)-3.","subitem_description_type":"Abstract"}]},"item_10002_description_6":{"attribute_name":"内容記述","attribute_value_mlt":[{"subitem_description":"An asymmetric synthesis of the core carbazole structure, 6-desprenyl-carquinostatin 3 and 6-descycloavandulyl-lavanduquinocin 3, toward a total synthesis of carquinostatin A (1) and lavanduquinocin (2), has been established. Lipase QLM (Meito) catalyzed enantioselective acetylation of the racemic alcohol 6 gave the (-)-acetate 7 and the (+)-alcohol 6 with high enantioselectivity. The absolute stereochemistry of the (-)- and (+)-alcohol 6 have been determined to be R- and S-configurations, respectively, by the advanced Mosher method. In the same manner, the (-)-acetate 13 and the (+)-alcohol 12 have been obtained from the racemic alcohol 12. The (R)-(-)-acetate 13, derived from the (R)-(-)-acetate 7, was the same as the (-)-acetate 13, which has been determined to be (R)-configuration. Oxidation of the (R)-(-)-acetate 13 followed by hydrolysis afforded (R)-(-)-6-desprenyl-carquinostatin [and (R)-(-)-6-descycloavandulyl-lavanduquinocin] 3. In addition, oxidation of the (S)-(+)-alcohol 12 provided (S)-(+)-3, which is the enantiomer of 6-desprenyl-carquinostatin A (R)-(-)-3.","subitem_description_type":"Other"}]},"item_10002_publisher_8":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"福山大学薬学部"}]},"item_10002_source_id_11":{"attribute_name":"書誌レコードID","attribute_value_mlt":[{"subitem_source_identifier":"AN10064550","subitem_source_identifier_type":"NCID"}]},"item_10002_source_id_9":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"0288-724X","subitem_source_identifier_type":"ISSN"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"町支, 臣成"}],"nameIdentifiers":[{"nameIdentifier":"45075","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"9000005189344","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/9000005189344"}]},{"creatorNames":[{"creatorName":"内田, 佳成"}],"nameIdentifiers":[{"nameIdentifier":"45076","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"久保田, 幸子"}],"nameIdentifiers":[{"nameIdentifier":"45077","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"延廣, 順子"}],"nameIdentifiers":[{"nameIdentifier":"45078","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"9000014625722","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/9000014625722"}]},{"creatorNames":[{"creatorName":"竹下, 光弘"}],"nameIdentifiers":[{"nameIdentifier":"45079","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"秦野, 琢之"}],"nameIdentifiers":[{"nameIdentifier":"45080","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"9000004407802 ","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/9000004407802 "}]},{"creatorNames":[{"creatorName":"日比野, 俐"}],"nameIdentifiers":[{"nameIdentifier":"45081","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"9000014453717 ","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/9000014453717 "}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2016-11-30"}],"displaytype":"detail","filename":"47 Desprenyl-carquinostatin A および.pdf","filesize":[{"value":"165.9 kB"}],"format":"application/pdf","license_note":"Copyright (c) 2008 by Fukuyama University","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"Desprenyl-carquinostatin A およびdescycloavandulyl-lavanduquinocin のリパーゼ触媒による不斉合成に関する研究(発表論文抄録(2007))","url":"https://fukuyama-u.repo.nii.ac.jp/record/8534/files/47 Desprenyl-carquinostatin A および.pdf"},"version_id":"a1e8a389-1afe-4cce-bbac-09b775231061"}]},"item_keyword":{"attribute_name":"キーワード","attribute_value_mlt":[{"subitem_subject":"Acetylation","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Carbazoles","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Catalysis","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Hydrolysis","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Lipase","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Molecular Conformation","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Molecular Structure","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Oxidation-Reduction","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Stereoisomerism","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":"departmental bulletin paper","resourceuri":"http://purl.org/coar/resource_type/c_6501"}]},"item_title":"Desprenyl-carquinostatin A およびdescycloavandulyl-lavanduquinocin のリパーゼ触媒による不斉合成に関する研究(発表論文抄録(2007))","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Desprenyl-carquinostatin A およびdescycloavandulyl-lavanduquinocin のリパーゼ触媒による不斉合成に関する研究(発表論文抄録(2007))"},{"subitem_title":"Lipase-catalyzed asymmetric synthesis of desprenyl-carquinostatin A and descycloavandulyl-lavanduquinocin.","subitem_title_language":"en"}]},"item_type_id":"10002","owner":"18","path":["761"],"pubdate":{"attribute_name":"公開日","attribute_value":"2016-11-30"},"publish_date":"2016-11-30","publish_status":"0","recid":"8534","relation_version_is_last":true,"title":["Desprenyl-carquinostatin A およびdescycloavandulyl-lavanduquinocin のリパーゼ触媒による不斉合成に関する研究(発表論文抄録(2007))"],"weko_creator_id":"18","weko_shared_id":-1},"updated":"2023-06-19T10:22:02.778370+00:00"}