{"id":"https://openalex.org/W2014590875","doi":"https://doi.org/10.1248/cpb.45.437","title":"Preparation of Naphthoquinone Derivatives from Plumbagin and Their Ichthyotoxicity.","display_name":"Preparation of Naphthoquinone Derivatives from Plumbagin and Their Ichthyotoxicity.","publication_year":1997,"publication_date":"1997-01-01","ids":{"openalex":"https://openalex.org/W2014590875","doi":"https://doi.org/10.1248/cpb.45.437","mag":"2014590875"},"language":"en","primary_location":{"id":"doi:10.1248/cpb.45.437","doi":"https://doi.org/10.1248/cpb.45.437","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.45.437","pdf_url":"https://www.jstage.jst.go.jp/article/cpb1958/45/3/45_3_437/_pdf","source":{"id":"https://openalex.org/S3861430","display_name":"Chemical and Pharmaceutical Bulletin","issn_l":"0009-2363","issn":["0009-2363","1347-5223"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","medline","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310313382","host_organization_name":"Pharmaceutical Society of Japan","host_organization_lineage":["https://openalex.org/P4310313382"],"host_organization_lineage_names":["Pharmaceutical Society of Japan"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemical and Pharmaceutical Bulletin","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref"],"open_access":{"is_oa":true,"oa_status":"bronze","oa_url":"https://www.jstage.jst.go.jp/article/cpb1958/45/3/45_3_437/_pdf","any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5113962921","display_name":"Kazuhito Ogihara","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I32915989","display_name":"University of the Ryukyus","ror":"https://ror.org/02z1n9q24","country_code":"JP","type":"education","lineage":["https://openalex.org/I32915989"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Kazuhito OGIHARA","raw_affiliation_strings":["University of the Ryukyus, Okinawa, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"University of the Ryukyus, Okinawa, Japan","institution_ids":["https://openalex.org/I32915989"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5084083114","display_name":"Rieko YAMASHIRO","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I32915989","display_name":"University of the Ryukyus","ror":"https://ror.org/02z1n9q24","country_code":"JP","type":"education","lineage":["https://openalex.org/I32915989"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Rieko YAMASHIRO","raw_affiliation_strings":["University of the Ryukyus, Okinawa, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"University of the Ryukyus, Okinawa, Japan","institution_ids":["https://openalex.org/I32915989"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5110464369","display_name":"Matsutake Higa","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I32915989","display_name":"University of the Ryukyus","ror":"https://ror.org/02z1n9q24","country_code":"JP","type":"education","lineage":["https://openalex.org/I32915989"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Matsutake HIGA","raw_affiliation_strings":["University of the Ryukyus, Okinawa, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"University of the Ryukyus, Okinawa, Japan","institution_ids":["https://openalex.org/I32915989"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5113632485","display_name":"Seiichi Yogi","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I32915989","display_name":"University of the Ryukyus","ror":"https://ror.org/02z1n9q24","country_code":"JP","type":"education","lineage":["https://openalex.org/I32915989"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Seiichi YOGI","raw_affiliation_strings":["University of the Ryukyus, Okinawa, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"University of the Ryukyus, Okinawa, Japan","institution_ids":["https://openalex.org/I32915989"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I32915989"],"apc_list":null,"apc_paid":null,"fwci":1.0189,"has_fulltext":false,"cited_by_count":15,"citation_normalized_percentile":{"value":0.71969697,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":95},"biblio":{"volume":"45","issue":"3","first_page":"437","last_page":"445"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12356","display_name":"Bioactive Compounds and Antitumor Agents","score":0.9829000234603882,"subfield":{"id":"https://openalex.org/subfields/3005","display_name":"Toxicology"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},"topics":[{"id":"https://openalex.org/T12356","display_name":"Bioactive Compounds and Antitumor Agents","score":0.9829000234603882,"subfield":{"id":"https://openalex.org/subfields/3005","display_name":"Toxicology"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T13023","display_name":"Synthesis of Organic Compounds","score":0.0012000000569969416,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13188","display_name":"Synthesis and bioactivity of alkaloids","score":0.0008999999845400453,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/plumbagin","display_name":"plumbagin","score":0.984000027179718},{"id":"https://openalex.org/keywords/naphthoquinones","display_name":"naphthoquinones","score":0.9800000190734863},{"id":"https://openalex.org/keywords/ichthyotoxicity","display_name":"ichthyotoxicity","score":0.9710000157356262},{"id":"https://openalex.org/keywords/lead-tetraacetate","display_name":"lead tetraacetate","score":0.7960000038146973},{"id":"https://openalex.org/keywords/carbon-carbon-bond-formation","display_name":"C\u2013C bond formation","score":0.7979999780654907},{"id":"https://openalex.org/keywords/halogenated-compounds","display_name":"halogenated compounds","score":0.7829999923706055},{"id":"https://openalex.org/keywords/carboxylic-acid-substitution","display_name":"carboxylic acid substitution","score":0.7400000095367432},{"id":"https://openalex.org/keywords/fish-toxicity","display_name":"fish toxicity","score":0.3790000081062317}],"concepts":[{"id":"https://openalex.org/C2780532915","wikidata":"https://www.wikidata.org/wiki/Q2550553","display_name":"Plumbagin","level":2,"score":0.9975690245628357},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9558587074279785},{"id":"https://openalex.org/C2776183150","wikidata":"https://www.wikidata.org/wiki/Q10862682","display_name":"Naphthoquinone","level":2,"score":0.90858393907547},{"id":"https://openalex.org/C2779396153","wikidata":"https://www.wikidata.org/wiki/Q901227","display_name":"Natural product","level":2,"score":0.7259794473648071},{"id":"https://openalex.org/C2778655850","wikidata":"https://www.wikidata.org/wiki/Q161542","display_name":"1,4-Naphthoquinone","level":2,"score":0.719249963760376},{"id":"https://openalex.org/C2780643102","wikidata":"https://www.wikidata.org/wiki/Q412382","display_name":"Quinone","level":2,"score":0.45751968026161194},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.40530529618263245},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.34129345417022705},{"id":"https://openalex.org/C59822182","wikidata":"https://www.wikidata.org/wiki/Q441","display_name":"Botany","level":1,"score":0.05759379267692566},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1248/cpb.45.437","doi":"https://doi.org/10.1248/cpb.45.437","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.45.437","pdf_url":"https://www.jstage.jst.go.jp/article/cpb1958/45/3/45_3_437/_pdf","source":{"id":"https://openalex.org/S3861430","display_name":"Chemical and Pharmaceutical Bulletin","issn_l":"0009-2363","issn":["0009-2363","1347-5223"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","medline","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310313382","host_organization_name":"Pharmaceutical Society of Japan","host_organization_lineage":["https://openalex.org/P4310313382"],"host_organization_lineage_names":["Pharmaceutical Society of Japan"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemical and Pharmaceutical Bulletin","raw_type":"journal-article"}],"best_oa_location":{"id":"doi:10.1248/cpb.45.437","doi":"https://doi.org/10.1248/cpb.45.437","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.45.437","pdf_url":"https://www.jstage.jst.go.jp/article/cpb1958/45/3/45_3_437/_pdf","source":{"id":"https://openalex.org/S3861430","display_name":"Chemical and Pharmaceutical Bulletin","issn_l":"0009-2363","issn":["0009-2363","1347-5223"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","medline","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310313382","host_organization_name":"Pharmaceutical Society of Japan","host_organization_lineage":["https://openalex.org/P4310313382"],"host_organization_lineage_names":["Pharmaceutical Society of Japan"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemical and Pharmaceutical Bulletin","raw_type":"journal-article"},"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":true,"pdf":true},"content_urls":{"pdf":"https://content.openalex.org/works/W2014590875.pdf","grobid_xml":"https://content.openalex.org/works/W2014590875.grobid-xml"},"referenced_works_count":2,"referenced_works":["https://openalex.org/W1496928723","https://openalex.org/W3006767434"],"related_works":["https://openalex.org/W2949631797","https://openalex.org/W2159261763","https://openalex.org/W2057237207","https://openalex.org/W2949665556","https://openalex.org/W2471495587","https://openalex.org/W3045028035","https://openalex.org/W2789735787","https://openalex.org/W2382095817","https://openalex.org/W2410161656","https://openalex.org/W1965750375"],"abstract_inverted_index":{"Various":[0],"naphthoquinone":[1],"derivatives":[2,48],"were":[3,13,49],"prepared":[4],"from":[5],"a":[6,24],"natural":[7],"product,":[8],"5-hydroxy-2-methyl-1,":[9],"4-naphthoquinone":[10],"(plumbagin);":[11],"these":[12],"mostly":[14],"substituted":[15],"at":[16],"C-3":[17],"through":[18],"carbon-carbon":[19],"bond":[20],"formation":[21],"mediated":[22],"by":[23],"metal-based":[25],"oxidant":[26],"such":[27],"as":[28],"lead":[29],"tetraacetate":[30],"in":[31],"the":[32],"presence":[33],"of":[34],"various":[35],"carboxylic":[36],"acids.":[37],"The":[38],"halogenated":[39],"compounds":[40],"showed":[41],"stronger":[42],"ichthyotoxicity":[43],"than":[44],"plumbagin,":[45],"but":[46],"other":[47],"less":[50],"active.":[51]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2019,"cited_by_count":1},{"year":2017,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":2}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}