{"created":"2023-06-19T09:51:24.168213+00:00","id":8572,"links":{},"metadata":{"_buckets":{"deposit":"cb117a3f-988c-4177-9ec0-afb52a9aba66"},"_deposit":{"created_by":18,"id":"8572","owners":[18],"pid":{"revision_id":0,"type":"depid","value":"8572"},"status":"published"},"_oai":{"id":"oai:fukuyama-u.repo.nii.ac.jp:00008572","sets":["502:503:627:762"]},"author_link":["45207","45208","45073","45209","45074"],"item_10002_biblio_info_7":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2009-12-25","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"27","bibliographicPageEnd":"41","bibliographicPageStart":"40","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":"Aconityl-doxorubicin (ADOX) was synthesized by the modified method of Shen and Ryser. Two isomers of cis-ADOX (cis-configuration) and trans-ADOX (trans-configuration) were generated in the reaction of DOX and cis-aconitic anhydride. These products were separated completely by using HPLC and analyzed by TOF-MS spectroscopy and (1)H- and (13)C-NMR experiments. The yields of cis-ADOX and trans-ADOX were 36.3 and 44.8%, respectively. The free gamma-carboxylic group of ADOX molecule was coupled to poly(vinyl alcohol) (PVA) via ethylenediamine spacer, resulting the macromolecular conjugates of PVA-cis-ADOX and PVA-trans-ADOX, respectively. The DOX content of the conjugates estimated by the hydrolysis method detected the aglycone of DOX which can be estimated as the PVA-bound DOX selectively was 4.4 w/w% which was similar to 4.6 w/w% by the ordinary UV method. Both PVA-cis-ADOX and PVA-trans-ADOX were very stable at neutral pH, but the release of DOX was increased markedly under acidic conditions. Half-life of the release of DOX from PVA-cis-ADOX at pH 5.0 was 3 h which was 4.7-fold shorter than that from PVA-trans-ADOX (14 h). The cytotoxicities of PVA-cis-ADOX and PVA-trans-ADOX were evaluated by using J774.1 cells employing a [(3)H]uridine incorporation assay as a measure of RNA synthesis. A significant difference in antitumor activity between PVA-cis-ADOX and PVA-trans-ADOX was observed where the former was much active than the later. It was suggested that the conjugate enters the cells and reaches the lysosomal/endosomal compartment, and that the aconityl spacer releases DOX from the conjugate in the acidic compartment of lysosomes/endosomes due to the participation of a free carboxylic group.","subitem_description_type":"Abstract"}]},"item_10002_description_6":{"attribute_name":"内容記述","attribute_value_mlt":[{"subitem_description":"Aconityl-doxorubicin (ADOX) was synthesized by the modified method of Shen and Ryser. Two isomers of cis-ADOX (cis-configuration) and trans-ADOX (trans-configuration) were generated in the reaction of DOX and cis-aconitic anhydride. These products were separated completely by using HPLC and analyzed by TOF-MS spectroscopy and (1)H- and (13)C-NMR experiments. The yields of cis-ADOX and trans-ADOX were 36.3 and 44.8%, respectively. The free gamma-carboxylic group of ADOX molecule was coupled to poly(vinyl alcohol) (PVA) via ethylenediamine spacer, resulting the macromolecular conjugates of PVA-cis-ADOX and PVA-trans-ADOX, respectively. The DOX content of the conjugates estimated by the hydrolysis method detected the aglycone of DOX which can be estimated as the PVA-bound DOX selectively was 4.4 w/w% which was similar to 4.6 w/w% by the ordinary UV method. Both PVA-cis-ADOX and PVA-trans-ADOX were very stable at neutral pH, but the release of DOX was increased markedly under acidic conditions. Half-life of the release of DOX from PVA-cis-ADOX at pH 5.0 was 3 h which was 4.7-fold shorter than that from PVA-trans-ADOX (14 h). The cytotoxicities of PVA-cis-ADOX and PVA-trans-ADOX were evaluated by using J774.1 cells employing a [(3)H]uridine incorporation assay as a measure of RNA synthesis. A significant difference in antitumor activity between PVA-cis-ADOX and PVA-trans-ADOX was observed where the former was much active than the later. It was suggested that the conjugate enters the cells and reaches the lysosomal/endosomal compartment, and that the aconityl spacer releases DOX from the conjugate in the acidic compartment of lysosomes/endosomes due to the participation of a free carboxylic group.","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":"柿木, 充史"}],"nameIdentifiers":[{"nameIdentifier":"45207","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"9000270162278","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/9000270162278"}]},{"creatorNames":[{"creatorName":"金尾, 義治"}],"nameIdentifiers":[{"nameIdentifier":"45073","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"1000070103075","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/1000070103075"}]},{"creatorNames":[{"creatorName":"池田, 有香"}],"nameIdentifiers":[{"nameIdentifier":"45208","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"9000014625882","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/9000014625882"}]},{"creatorNames":[{"creatorName":"田中, 哲郎"}],"nameIdentifiers":[{"nameIdentifier":"45074","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"1000090163542","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/1000090163542"}]},{"creatorNames":[{"creatorName":"藤田, 佳平衛"}],"nameIdentifiers":[{"nameIdentifier":"45209","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"9000004414068","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/9000004414068"}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2017-01-26"}],"displaytype":"detail","filename":"40柿木.pdf","filesize":[{"value":"102.3 kB"}],"format":"application/pdf","license_note":"Copyright (c) 2009 by Fukuyama University","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"シスアコニチン酸の酸性解離性結合を含んだポリビニルアルコールードキソルビシン結合体の合成とそのアイソマーによるドキソルビシン遊離への依存性","url":"https://fukuyama-u.repo.nii.ac.jp/record/8572/files/40柿木.pdf"},"version_id":"ac437256-da2b-4bc7-bc07-557a06278fa1"}]},"item_keyword":{"attribute_name":"キーワード","attribute_value_mlt":[{"subitem_subject":"Animals","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Antineoplastic Agents","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Doxorubicin","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Humans","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Hydrogen-Ion Concentration","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Mice","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Polyvinyl Alcohol","subitem_subject_language":"en","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":"departmental bulletin paper","resourceuri":"http://purl.org/coar/resource_type/c_6501"}]},"item_title":"シスアコニチン酸の酸性解離性結合を含んだポリビニルアルコールードキソルビシン結合体の合成とそのアイソマーによるドキソルビシン遊離への依存性(発表論文抄録(2008))","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"シスアコニチン酸の酸性解離性結合を含んだポリビニルアルコールードキソルビシン結合体の合成とそのアイソマーによるドキソルビシン遊離への依存性(発表論文抄録(2008))"},{"subitem_title":"Synthesis of poly(vinyl alcohol)-doxorubicin conjugates containing cis-aconityl acid-cleavable bond and its isomer dependent doxorubicin release.","subitem_title_language":"en"}]},"item_type_id":"10002","owner":"18","path":["762"],"pubdate":{"attribute_name":"公開日","attribute_value":"2017-01-26"},"publish_date":"2017-01-26","publish_status":"0","recid":"8572","relation_version_is_last":true,"title":["シスアコニチン酸の酸性解離性結合を含んだポリビニルアルコールードキソルビシン結合体の合成とそのアイソマーによるドキソルビシン遊離への依存性(発表論文抄録(2008))"],"weko_creator_id":"18","weko_shared_id":-1},"updated":"2023-06-19T10:21:20.742497+00:00"}