{"created":"2023-07-27T07:01:24.122127+00:00","id":61687,"links":{},"metadata":{"_buckets":{"deposit":"dddcdbc4-2ce0-49d5-8a16-f4e38ce99497"},"_deposit":{"created_by":18,"id":"61687","owners":[18],"pid":{"revision_id":0,"type":"depid","value":"61687"},"status":"published"},"_oai":{"id":"oai:kanazawa-u.repo.nii.ac.jp:00061687","sets":["2812:2813:2846"]},"author_link":["27765","27759"],"item_9_biblio_info_8":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"1989-03-29","bibliographicIssueDateType":"Issued"},"bibliographicPageStart":"2p.","bibliographicVolumeNumber":"1986 – 1987","bibliographic_titles":[{"bibliographic_title":"昭和62(1987)年度 科学研究費補助金 一般研究(B) 研究成果報告書概要"},{"bibliographic_title":"1987 Fiscal Year Final Research Report Summary","bibliographic_titleLang":"en"}]}]},"item_9_creator_33":{"attribute_name":"著者別表示","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{}],"nameIdentifiers":[{},{}]}]},"item_9_description_21":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"1.容易に入手可能なベンツアルデヒド体及びフェネチルアミン類から, 短工程で簡便なプロトベルベリンアルカロイドの位置選択的合成法を見出し, 一般に合成困難な2, 3, 9, 10-位に酸素置換基をもつプロトベルベリンアルカロイドの全合成に成功した.\n2.上記アルカロイドから, 過酸によるC_8-C_8結合の開裂, 光再閉環により, D環の位置異性体である2, 3, 10, 11-位置換プロトベルベリンアルカロイドに導く新しい変換方法を開発した.\n3.ベルベリンから, ホフマン分解によるC_6-N結合の開裂, 硝酸タリウムを用いるアセタール化, 酸による再閉環により, 生合成類似の経路でベンゾフェナンスリジンアルカロイドのケレリスリンを合成し, 完全芳香化アルカロイドの新規合成法を開拓した. 又, 中間体のオキシケレリスリンから選択的脱メチル化により, 構造未確定のファガリジンを合成した.\n4.上記合成法を適応し, 抗腫瘍性アルカロイドのニチジン及びファガロニンを対応するプロトベルベリンから効率よく全合成することができた.\n5.フェノール性水酸基をもつオキシテリハニン及び5個の酸素置換基をもつサンギルチンを, それぞれ対応するプロトベルベリンから合成し, 完全芳香化アルカロイド合成法の一般性を確立した.\n6.カチオン閉環反応による, 立体選択的な脂環式ベンゾフェナンスリジンアルカロイドの新しい合成法を開拓した. これにより, ベルベリンからホモケリドニン及びケラミジンを, コプチシンからケリドニン及びケラミンを立体選択的に合成し, 立体構造未定のケラミンの立体化学を解明した.\n7.上記の合成中間体から, 完全芳香化アルカロイドのケレリスリン及びサンギナリンに導き, 同一中間体を経由して, 両タイプのアルカロイドを合成する新しい合成法を確立した.","subitem_description_type":"Abstract"},{"subitem_description":"1,Regioselective synthesis of 2,3,9,10-oxygenated protoberbering alkaloids was developed starting from readily available benzaldehydes and phenethyl amines.\n2.2,3,9,10-oxygenated protoberbering were converted to2,3,10,11-oxygenated protoberberines through C_8-C_<8a> bond cleavage followed by photo-cyclization.\n3.Biomimetic and efficient conversion of berbering to chelerythrine was achieved through regioselective C_6-N bond cleavage,acetalization with thallium trinitrate, and then acidic cyclization.Fagaridine was synthesized from berberine via oxychelerythrine through selective demethylation.\n4.The above synthetic method was applied to a convevient synthesis of antitumor alkaloids,nitidine and fagaronine.\n5.This synthetic method was further confirmed tobe a general method for a synthesis of fully aromatized benzophenanthridine alkaloids by a synthesis of oxyterihanine and sanguilutine.\n6.Chelidonine and chelamine were stereoselectively synthesized from coptisine through cationic cyclization,that established the stereochemistry of chelamine. Similarly,berbering was converted to homochelidonine and chelamidine.\n7.The present synthesis provides a novel synthesis of both B/C-hexahybro-and fully aromatized benzophenanthridine alkaloids via common intermediates,which gave also sanguinarine and chelerythrine.","subitem_description_type":"Abstract"}]},"item_9_description_22":{"attribute_name":"内容記述","attribute_value_mlt":[{"subitem_description":"研究課題/領域番号:61470148, 研究期間(年度):1986 – 1987","subitem_description_type":"Other"},{"subitem_description":"出典：研究課題「抗腫瘍性ベンゾフェナンスリジンアルカロイド及び関連化合物の合成」課題番号61470148\n（KAKEN：科学研究費助成事業データベース（国立情報学研究所）） \n（https://kaken.nii.ac.jp/ja/report/KAKENHI-PROJECT-61470148/614701481987kenkyu_seika_hokoku_gaiyo/）を加工して作成","subitem_description_type":"Other"}]},"item_9_description_5":{"attribute_name":"提供者所属","attribute_value_mlt":[{"subitem_description":"金沢大学薬学部","subitem_description_type":"Other"}]},"item_9_identifier_registration":{"attribute_name":"ID登録","attribute_value_mlt":[{"subitem_identifier_reg_text":"10.24517/00067930","subitem_identifier_reg_type":"JaLC"}]},"item_9_relation_28":{"attribute_name":"関連URI","attribute_value_mlt":[{"subitem_relation_name":[{"subitem_relation_name_text":"https://kaken.nii.ac.jp/search/?qm=80028844"}],"subitem_relation_type_id":{"subitem_relation_type_id_text":"https://kaken.nii.ac.jp/search/?qm=80028844","subitem_relation_type_select":"URI"}},{"subitem_relation_name":[{"subitem_relation_name_text":"https://kaken.nii.ac.jp/ja/grant/KAKENHI-PROJECT-61470148/"}],"subitem_relation_type_id":{"subitem_relation_type_id_text":"https://kaken.nii.ac.jp/ja/grant/KAKENHI-PROJECT-61470148/","subitem_relation_type_select":"URI"}},{"subitem_relation_name":[{"subitem_relation_name_text":"https://kaken.nii.ac.jp/ja/report/KAKENHI-PROJECT-61470148/614701481987kenkyu_seika_hokoku_gaiyo/"}],"subitem_relation_type_id":{"subitem_relation_type_id_text":"https://kaken.nii.ac.jp/ja/report/KAKENHI-PROJECT-61470148/614701481987kenkyu_seika_hokoku_gaiyo/","subitem_relation_type_select":"URI"}}]},"item_9_version_type_25":{"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_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2022-11-11"}],"displaytype":"detail","filename":"ME-PR-KATO-S-kaken 1989-2p.pdf","filesize":[{"value":"96.6 kB"}],"format":"application/pdf","licensetype":"license_11","mimetype":"application/pdf","url":{"label":"ME-PR-KATO-S-kaken 1989-2p.pdf","url":"https://kanazawa-u.repo.nii.ac.jp/record/61687/files/ME-PR-KATO-S-kaken 1989-2p.pdf"},"version_id":"2bf8eb9f-f8b8-4e10-95bf-0cd5bafa4d4c"}]},"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":"research report","resourceuri":"http://purl.org/coar/resource_type/c_18ws"}]},"item_title":"抗腫瘍性ベンゾフェナンスリジンアルカロイド及び関連化合物の合成","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"抗腫瘍性ベンゾフェナンスリジンアルカロイド及び関連化合物の合成"},{"subitem_title":"Synthesis of Antitumor Benzophenanthridine Alkaloids and Related Compounds","subitem_title_language":"en"}]},"item_type_id":"9","owner":"18","path":["2846"],"pubdate":{"attribute_name":"公開日","attribute_value":"2022-11-11"},"publish_date":"2022-11-11","publish_status":"0","recid":"61687","relation_version_is_last":true,"title":["抗腫瘍性ベンゾフェナンスリジンアルカロイド及び関連化合物の合成"],"weko_creator_id":"18","weko_shared_id":-1},"updated":"2023-07-27T11:41:38.513638+00:00"}