{"id":"https://openalex.org/W1978686772","doi":"https://doi.org/10.1135/cccc20080627","title":"Synthesis and Biological Evaluation of Some A,D-Ring Modified 16,17-Secoandrostane Derivatives","display_name":"Synthesis and Biological Evaluation of Some A,D-Ring Modified 16,17-Secoandrostane Derivatives","publication_year":2008,"publication_date":"2008-01-01","ids":{"openalex":"https://openalex.org/W1978686772","doi":"https://doi.org/10.1135/cccc20080627","mag":"1978686772"},"language":"en","primary_location":{"id":"doi:10.1135/cccc20080627","doi":"https://doi.org/10.1135/cccc20080627","is_oa":false,"landing_page_url":"https://doi.org/10.1135/cccc20080627","pdf_url":null,"source":{"id":"https://openalex.org/S162571691","display_name":"Collection of Czechoslovak Chemical Communications","issn_l":"0010-0765","issn":["0010-0765","1212-6950"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","norway-1"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Collection of Czechoslovak Chemical Communications","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5075195556","display_name":"Evgenija A. Djurendi\u0107","orcid":"https://orcid.org/0000-0002-8722-9435","observed_orcids":["https://orcid.org/0000-0002-8722-9435"]},"institutions":[{"id":"https://openalex.org/I170726198","display_name":"University of Novi Sad","ror":"https://ror.org/00xa57a59","country_code":"RS","type":"education","lineage":["https://openalex.org/I170726198"]}],"countries":["RS"],"is_corresponding":false,"raw_author_name":"Evgenija A. Djurendi\u0107","raw_affiliation_strings":["Department of Chemistry, Faculty of Sciences, University of Novi Sad, 21000 Novi Sad, Trg Dositeja Obradovi\u0107a 3, Serbia"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Sciences, University of Novi Sad, 21000 Novi Sad, Trg Dositeja Obradovi\u0107a 3, Serbia","institution_ids":["https://openalex.org/I170726198"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5004035599","display_name":"Marina P. Savi\u0107","orcid":"https://orcid.org/0000-0002-1019-3673","observed_orcids":["https://orcid.org/0000-0002-1019-3673"]},"institutions":[{"id":"https://openalex.org/I170726198","display_name":"University of Novi Sad","ror":"https://ror.org/00xa57a59","country_code":"RS","type":"education","lineage":["https://openalex.org/I170726198"]}],"countries":["RS"],"is_corresponding":false,"raw_author_name":"Marina P. Zavi\u0161","raw_affiliation_strings":["Department of Chemistry, Faculty of Sciences, University of Novi Sad, 21000 Novi Sad, Trg Dositeja Obradovi\u0107a 3, Serbia"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Sciences, University of Novi Sad, 21000 Novi Sad, Trg Dositeja Obradovi\u0107a 3, Serbia","institution_ids":["https://openalex.org/I170726198"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5080053809","display_name":"Marija N. Saka\u010d","orcid":"https://orcid.org/0000-0002-2796-1296","observed_orcids":["https://orcid.org/0000-0002-2796-1296"]},"institutions":[{"id":"https://openalex.org/I170726198","display_name":"University of Novi Sad","ror":"https://ror.org/00xa57a59","country_code":"RS","type":"education","lineage":["https://openalex.org/I170726198"]}],"countries":["RS"],"is_corresponding":false,"raw_author_name":"Marija N. Saka\u010d","raw_affiliation_strings":["Department of Chemistry, Faculty of Sciences, University of Novi Sad, 21000 Novi Sad, Trg Dositeja Obradovi\u0107a 3, Serbia"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Sciences, University of Novi Sad, 21000 Novi Sad, Trg Dositeja Obradovi\u0107a 3, Serbia","institution_ids":["https://openalex.org/I170726198"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5043264967","display_name":"Vesna Koji\u0107","orcid":"https://orcid.org/0000-0002-2399-0807","observed_orcids":["https://orcid.org/0000-0002-2399-0807"]},"institutions":[{"id":"https://openalex.org/I4210106714","display_name":"Oncology Institute of Vojvodina","ror":"https://ror.org/0194xa029","country_code":"RS","type":"facility","lineage":["https://openalex.org/I4210106714"]}],"countries":["RS"],"is_corresponding":false,"raw_author_name":"Vesna V. Koji\u0107","raw_affiliation_strings":["Oncology Institute of Vojvodina, Institutski put 4, 21204 Sremska Kamenica, Serbia"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Oncology Institute of Vojvodina, Institutski put 4, 21204 Sremska Kamenica, Serbia","institution_ids":["https://openalex.org/I4210106714"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5002125393","display_name":"Gordana M. Bogdanovic","orcid":"https://orcid.org/0000-0003-4024-108X","observed_orcids":["https://orcid.org/0000-0003-4024-108X"]},"institutions":[{"id":"https://openalex.org/I4210106714","display_name":"Oncology Institute of Vojvodina","ror":"https://ror.org/0194xa029","country_code":"RS","type":"facility","lineage":["https://openalex.org/I4210106714"]}],"countries":["RS"],"is_corresponding":false,"raw_author_name":"Gordana M. Bogdanovi\u0107","raw_affiliation_strings":["Oncology Institute of Vojvodina, Institutski put 4, 21204 Sremska Kamenica, Serbia"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Oncology Institute of Vojvodina, Institutski put 4, 21204 Sremska Kamenica, Serbia","institution_ids":["https://openalex.org/I4210106714"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5110135447","display_name":"Katarina M. Penov Ga\u0161i","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I170726198","display_name":"University of Novi Sad","ror":"https://ror.org/00xa57a59","country_code":"RS","type":"education","lineage":["https://openalex.org/I170726198"]}],"countries":["RS"],"is_corresponding":false,"raw_author_name":"Katarina M. Penov Ga\u0161i","raw_affiliation_strings":["Department of Chemistry, Faculty of Sciences, University of Novi Sad, 21000 Novi Sad, Trg Dositeja Obradovi\u0107a 3, Serbia"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Sciences, University of Novi Sad, 21000 Novi Sad, Trg Dositeja Obradovi\u0107a 3, Serbia","institution_ids":["https://openalex.org/I170726198"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":{"value":3660,"currency":"USD","value_usd":3660},"apc_paid":null,"fwci":0.3799,"has_fulltext":false,"cited_by_count":10,"citation_normalized_percentile":{"value":0.56227062,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":94},"biblio":{"volume":"73","issue":"5","first_page":"627","last_page":"636"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13736","display_name":"Steroid Chemistry and Biochemistry","score":0.8500999808311462,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},"topics":[{"id":"https://openalex.org/T13736","display_name":"Steroid Chemistry and Biochemistry","score":0.8500999808311462,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T10756","display_name":"Estrogen and related hormone effects","score":0.05719999969005585,"subfield":{"id":"https://openalex.org/subfields/1311","display_name":"Genetics"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T10274","display_name":"Heterocyclic Compound Synthesis and Bioactivity","score":0.04800000041723251,"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/oppenauer-oxidation","display_name":"Oppenauer oxidation","score":0.9399999976158142},{"id":"https://openalex.org/keywords/epoxidation","display_name":"epoxidation","score":0.8209999799728394},{"id":"https://openalex.org/keywords/cytotoxicity","display_name":"cytotoxicity","score":0.843999981880188},{"id":"https://openalex.org/keywords/prostate-cancer","display_name":"prostate cancer","score":0.5630000233650208},{"id":"https://openalex.org/keywords/breast-cancer","display_name":"breast cancer","score":0.7110000252723694},{"id":"https://openalex.org/keywords/mcf-7-cells","display_name":"MCF-7 cells","score":0.7820000052452087},{"id":"https://openalex.org/keywords/mda-mb-231-cells","display_name":"MDA-MB-231 cells","score":0.9639999866485596},{"id":"https://openalex.org/keywords/pc-3-cells","display_name":"PC-3 cells","score":0.7979999780654907}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7909241914749146},{"id":"https://openalex.org/C109316439","wikidata":"https://www.wikidata.org/wiki/Q246181","display_name":"Cytotoxicity","level":3,"score":0.7471297979354858},{"id":"https://openalex.org/C2777379063","wikidata":"https://www.wikidata.org/wiki/Q161233","display_name":"Formic acid","level":2,"score":0.6668045520782471},{"id":"https://openalex.org/C2777516009","wikidata":"https://www.wikidata.org/wiki/Q194207","display_name":"Ethylene glycol","level":2,"score":0.6076947450637817},{"id":"https://openalex.org/C2779240715","wikidata":"https://www.wikidata.org/wiki/Q333936","display_name":"Nitrile","level":2,"score":0.5963362455368042},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.5037261843681335},{"id":"https://openalex.org/C2776166826","wikidata":"https://www.wikidata.org/wiki/Q415287","display_name":"Aromatase","level":4,"score":0.4266388416290283},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.3672693967819214},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.3506050705909729},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3453042507171631},{"id":"https://openalex.org/C202751555","wikidata":"https://www.wikidata.org/wiki/Q221681","display_name":"In vitro","level":2,"score":0.3349985182285309},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.12273836135864258},{"id":"https://openalex.org/C121608353","wikidata":"https://www.wikidata.org/wiki/Q12078","display_name":"Cancer","level":2,"score":0.11836746335029602},{"id":"https://openalex.org/C530470458","wikidata":"https://www.wikidata.org/wiki/Q128581","display_name":"Breast cancer","level":3,"score":0.10735446214675903},{"id":"https://openalex.org/C126322002","wikidata":"https://www.wikidata.org/wiki/Q11180","display_name":"Internal medicine","level":1,"score":0.0},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1135/cccc20080627","doi":"https://doi.org/10.1135/cccc20080627","is_oa":false,"landing_page_url":"https://doi.org/10.1135/cccc20080627","pdf_url":null,"source":{"id":"https://openalex.org/S162571691","display_name":"Collection of Czechoslovak Chemical Communications","issn_l":"0010-0765","issn":["0010-0765","1212-6950"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","norway-1"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Collection of Czechoslovak Chemical Communications","raw_type":"journal-article"},{"id":"pmh:oai:dlib.lib.cas.cz:3940","doi":null,"is_oa":false,"landing_page_url":"http://dlib.lib.cas.cz/3940/1/20080627.pdf","pdf_url":"http://dlib.lib.cas.cz/3940/1/20080627.pdf","source":{"id":"https://openalex.org/S4406922305","display_name":"Digitalni Knihovna - Knihovna Akademie v\u011bd \u010cR","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"Article"}],"best_oa_location":null,"sustainable_development_goals":[{"id":"https://metadata.un.org/sdg/3","score":0.9476000070571899,"display_name":"Good health and well-being"}],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":13,"referenced_works":["https://openalex.org/W141389621","https://openalex.org/W1977928608","https://openalex.org/W2007918769","https://openalex.org/W2019215369","https://openalex.org/W2034896376","https://openalex.org/W2057196832","https://openalex.org/W2071612794","https://openalex.org/W2071790862","https://openalex.org/W2109689528","https://openalex.org/W2117926786","https://openalex.org/W2125284749","https://openalex.org/W2144896165","https://openalex.org/W2952252638"],"related_works":["https://openalex.org/W1977928608","https://openalex.org/W2951523094","https://openalex.org/W2050518338","https://openalex.org/W2034841648","https://openalex.org/W2072920148","https://openalex.org/W3047946384","https://openalex.org/W2082663212","https://openalex.org/W2069858328","https://openalex.org/W2071790862","https://openalex.org/W2166783910"],"abstract_inverted_index":{"Starting":[0],"from":[1],"3\u03b2-hydroxy-17-oxo-16,17-secoandrost-5-ene-16-nitrile":[2],"(1),":[3],"the":[4,13,40,72,87],"new":[5],"16,17-secoandrostane":[6],"derivatives":[7],"2-11":[8],"were":[9,122],"synthesized.":[10],"Protection":[11],"of":[12,16,30,47,53,63,71,75,78,119],"17-oxo":[14],"function":[15],"compound":[17,48],"1":[18],"with":[19,34,83],"ethylene":[20],"glycol":[21],"yielded":[22,50],"compounds":[23,42,79,121],"2":[24,31],"and":[25,44,55,58,60,65,68,81,93,115,128],"3.":[26],"The":[27],"Oppenauer":[28],"oxidation":[29,33],"or":[32],"H2O2":[35],"in":[36,94],"alkaline":[37],"conditions":[38],"gave":[39],"respective":[41],"4":[43,49],"10.":[45],"Epoxidation":[46],"a":[51,61,76,131],"mixture":[52,62,77],"4\u03b1,5\u03b1-":[54,64],"4\u03b2,5\u03b2-epoxides":[56],"5":[57,80],"6":[59,82],"4\u03b2,5\u03b2-epoxy-carboxamides":[66],"7":[67],"8.":[69],"Opening":[70],"oxirane":[73],"ring":[74],"formic":[84],"acid":[85],"afforded":[86],"4-hydroxy":[88],"derivative":[89],"9.":[90],"Anti-aromatase":[91],"activity":[92],"vitro":[95],"cytotoxicity":[96,133],"for":[97,134],"three":[98],"tumor":[99],"cell":[100],"lines":[101],"(human":[102],"breast":[103,111],"adenocarcinoma":[104,112],"ER+,":[105],"MCF-7":[106],"as":[107,109],"well":[108],"human":[110],"ER-,":[113],"MDA-MB-231,":[114],"prostate":[116],"cancer,":[117],"PC3)":[118],"selected":[120],"evaluated.":[123],"Compounds":[124],"2,":[125],"4,":[126],"9,":[127],"10":[129],"showed":[130],"strong":[132],"PC3":[135],"cells.":[136]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":1},{"year":2022,"cited_by_count":1},{"year":2020,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}