{"_buckets": {"deposit": "fd57c12e-ca30-4f36-8109-da3cfff18d5e"}, "_deposit": {"id": "25696", "owners": [], "pid": {"revision_id": 0, "type": "depid", "value": "25696"}, "status": "published"}, "_oai": {"id": "oai:nagoya.repo.nii.ac.jp:00025696"}, "item_10_biblio_info_6": {"attribute_name": "\u66f8\u8a8c\u60c5\u5831", "attribute_value_mlt": [{"bibliographicIssueDates": {"bibliographicIssueDate": "2017-12-19", "bibliographicIssueDateType": "Issued"}, "bibliographicIssueNumber": "71", "bibliographicPageEnd": "17897", "bibliographicPageStart": "17894", "bibliographicVolumeNumber": "23", "bibliographic_titles": [{"bibliographic_title": "Chemistry - A European Journal"}]}]}, "item_10_description_4": {"attribute_name": "\u6284\u9332", "attribute_value_mlt": [{"subitem_description": "Cytotoxicity\u2010guided fractionation of the culture broth of Actinomadura sp. TP\u2010A0019 led to the isolation of quinocidin (1), a cytotoxic antibiotic with an unusual 3,4\u2010dihydroquinolizinium ring. The structural assignment was made on the basis of high\u2010field NMR experiments and chemical synthesis. Comparison of the spectral properties of 1 with those of its synthetic counterparts revealed that 1 is a racemic mixture of two enantiomers, which showed similar cytotoxicity against HeLa\u2010S3 cells. Nucleophile\u2010trapping experiments demonstrated that 1 captured 2\u2010mercaptoethanol and N\u2010acetyl\u2010l\u2010cysteine by means of a Michael addition\u2010type reaction, but was inert toward 2\u2010aminoethanol and glycolic acid. Notably, the addition of 1 to thiols proceeded smoothly in neutral aqueous media at room temperature. In view of the thiol\u2010trapping ability and the unusual structure, 1 provides a unique scaffold for designing drug leads and protein\u2010labeling probes.", "subitem_description_type": "Abstract"}]}, "item_10_description_5": {"attribute_name": "\u5185\u5bb9\u8a18\u8ff0", "attribute_value_mlt": [{"subitem_description": "\u30d5\u30a1\u30a4\u30eb\u516c\u958b\uff1a2018-12-19", "subitem_description_type": "Other"}]}, "item_10_publisher_32": {"attribute_name": "\u51fa\u7248\u8005", "attribute_value_mlt": [{"subitem_publisher": "Wiley"}]}, "item_10_relation_11": {"attribute_name": "DOI", "attribute_value_mlt": [{"subitem_relation_type_id": {"subitem_relation_type_id_text": "https://doi.org/10.1002/chem.201704729", "subitem_relation_type_select": "DOI"}}]}, "item_10_rights_12": {"attribute_name": "\u6a29\u5229", "attribute_value_mlt": [{"subitem_rights": " \t\"This is the peer reviewed version of the following article: [Y. Nakagawa, Y. Sawaki, T. Kimura, T. Tomura, Y. Igarashi, M. Ojika, Chem. Eur. J. 2017, 23, 17894.], which has been published in final form at [http://doi.org/10.1002/chem.201704729]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.\" "}]}, "item_10_select_15": {"attribute_name": "\u8457\u8005\u7248\u30d5\u30e9\u30b0", "attribute_value_mlt": [{"subitem_select_item": "author"}]}, "item_10_source_id_7": {"attribute_name": "ISSN", "attribute_value_mlt": [{"subitem_source_identifier": "09476539", "subitem_source_identifier_type": "ISSN"}]}, "item_creator": {"attribute_name": "\u8457\u8005", "attribute_type": "creator", "attribute_value_mlt": [{"creatorNames": [{"creatorName": "Nakagawa, Yu"}], "nameIdentifiers": [{"nameIdentifier": "76094", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Sawaki, Yuki"}], "nameIdentifiers": [{"nameIdentifier": "76095", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Kimura, Takahiro"}], "nameIdentifiers": [{"nameIdentifier": "76096", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Tomura, Tomohiko"}], "nameIdentifiers": [{"nameIdentifier": "76097", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Igarashi, Yasuhiro"}], "nameIdentifiers": [{"nameIdentifier": "76098", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Ojika, Makoto"}], "nameIdentifiers": [{"nameIdentifier": "76099", "nameIdentifierScheme": "WEKO"}]}]}, "item_files": {"attribute_name": "\u30d5\u30a1\u30a4\u30eb\u60c5\u5831", "attribute_type": "file", "attribute_value_mlt": [{"accessrole": "open_date", "date": [{"dateType": "Available", "dateValue": "2018-12-19"}], "displaytype": "detail", "download_preview_message": "", "file_order": 0, "filename": "Manuscript_Nakagawa.pdf", "filesize": [{"value": "330.1 kB"}], "format": "application/pdf", "future_date_message": "", "is_thumbnail": false, "licensetype": "license_free", "mimetype": "application/pdf", "size": 330100.0, "url": {"label": "Manuscript_Nakagawa", "url": "https://nagoya.repo.nii.ac.jp/record/25696/files/Manuscript_Nakagawa.pdf"}, "version_id": "22ddf184-35f4-4df7-b640-de2711ccb6e5"}]}, "item_keyword": {"attribute_name": "\u30ad\u30fc\u30ef\u30fc\u30c9", "attribute_value_mlt": [{"subitem_subject": "drug discovery", "subitem_subject_scheme": "Other"}, {"subitem_subject": "Michael addition", "subitem_subject_scheme": "Other"}, {"subitem_subject": "natural products", "subitem_subject_scheme": "Other"}, {"subitem_subject": "nitrogen heterocycles", "subitem_subject_scheme": "Other"}, {"subitem_subject": "structure elucidation", "subitem_subject_scheme": "Other"}]}, "item_language": {"attribute_name": "\u8a00\u8a9e", "attribute_value_mlt": [{"subitem_language": "eng"}]}, "item_resource_type": {"attribute_name": "\u8cc7\u6e90\u30bf\u30a4\u30d7", "attribute_value_mlt": [{"resourcetype": "journal article", "resourceuri": "http://purl.org/coar/resource_type/c_6501"}]}, "item_title": "Quinocidin, a Cytotoxic Antibiotic with an Unusual 3,4-Dihydroquinolizinium Ring and Michael Acceptor Reactivity toward Thiols", "item_titles": {"attribute_name": "\u30bf\u30a4\u30c8\u30eb", "attribute_value_mlt": [{"subitem_title": "Quinocidin, a Cytotoxic Antibiotic with an Unusual 3,4-Dihydroquinolizinium Ring and Michael Acceptor Reactivity toward Thiols"}]}, "item_type_id": "10", "owner": "1", "path": ["643/666/667"], "permalink_uri": "http://hdl.handle.net/2237/00027907", "pubdate": {"attribute_name": "\u516c\u958b\u65e5", "attribute_value": "2018-04-16"}, "publish_date": "2018-04-16", "publish_status": "0", "recid": "25696", "relation": {}, "relation_version_is_last": true, "title": ["Quinocidin, a Cytotoxic Antibiotic with an Unusual 3,4-Dihydroquinolizinium Ring and Michael Acceptor Reactivity toward Thiols"], "weko_shared_id": null}