{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,12,4]],"date-time":"2025-12-04T14:16:10Z","timestamp":1764857770055},"reference-count":0,"publisher":"Bentham Science Publishers Ltd.","issue":"6","content-domain":{"domain":["eurekaselect.com"],"crossmark-restriction":true},"short-container-title":["CMC"],"published-print":{"date-parts":[[2018,2,21]]},"abstract":"<jats:sec>\n<jats:title>Background:<\/jats:title>\n<jats:p> Steroids play an important role in life because they can regulate\na variety of biological processes and have been widely used in medicine namely as antiinflammatory,\nanabolic, contraceptives and anticancer drugs. In recent years, there has\nbeen an increasing interest in the introduction of the oxime group in a large variety of\nmolecules in order to increase their biological effects. This review highlights steroidal\noximes with anticancer properties and their potential mechanisms of action, as well as\ndata on their relative potencies reported in literature in the last few years.\n<\/jats:p><\/jats:sec>\n<jats:sec>\n<jats:title>Methods:<\/jats:title>\n<jats:p> To prepare this review, an extensive literature search was performed on three\ndatabases, PubMed, ISI Web of Knowledge and Science Direct, to generate a critical but\ncomprehensive overview of the potential antitumor activities of steroidal oximes. The\nmain keywords used for the search consisted of combinations of the following terms or\ntheir synonyms: steroidal oximes, anticancer activity and enzymatic inhibitory activity.\nThe abstracts and full texts were evaluated for their clarity and scientific merit and to further\nhelp on the selection of other articles.\n<\/jats:p><\/jats:sec>\n<jats:sec>\n<jats:title>Results:<\/jats:title>\n<jats:p> Over the last decades the introduction of oxime groups in the steroid scaffold is\noriginating molecules with relevant antitumor activities, as well as steroid sulfatase, aromatase,\n17\u03b1-hydroxylase-17,20-lyase, 5\u03b1-reductase and 17\u03b2-hydroxysteroid dehydrogenase\ntype 1 inhibitory activities. As relevant examples, pregnenolone 20-oximes\nshowed high activity as 17\u03b1-hydroxylase-17,20-lyase and 5\u03b1-reductase inhibitors and the\nintroduction of an oxime group at C-6 in androstane series also led to relevant results as\naromatase inhibitors. Interestingly, the introduction of this functional group frequently\nimproves the bioactivity when compared with non-oxime analogous compounds, which\ncan be due to extra interactions with biological targets. In addition, it has been observed\nthat varying the position of the hydroximino group on the parent skeleton leads to remarkable\nchanges in the antitumor activity.\n<\/jats:p><\/jats:sec>\n<jats:sec>\n<jats:title>Conclusion:<\/jats:title>\n<jats:p>The recent advances in synthesis and in vitro bioactivity studies of steroidal\noximes contributed to understand the potential interest of the introduction of this functional\ngroup in the steroidal nucleus in the development of anticancer molecules. Moreover,\nthe cytotoxic\/enzyme inhibitory activity usually depends on the position of the oxime\ngroup in different steroid scaffolds. However, despite the promising results, it is necessary\nto perform more in vitro and in vivo assays not only to better explore the mechanisms of\naction but also to confirm the potential effectiveness and safety of this interesting family\nof compounds in clinical practice.<\/jats:p>\n<\/jats:sec>","DOI":"10.2174\/0929867324666171003115400","type":"journal-article","created":{"date-parts":[[2017,10,4]],"date-time":"2017-10-04T09:58:43Z","timestamp":1507111123000},"page":"660-686","update-policy":"http:\/\/dx.doi.org\/10.2174\/bsp_crossmark_policy","source":"Crossref","is-referenced-by-count":36,"title":["Steroidal Oximes: Useful Compounds with Antitumor Activities"],"prefix":"10.2174","volume":"25","author":[{"given":"Catarina","family":"Canario","sequence":"first","affiliation":[{"name":"CICS-UBI - Health Sciences Research Centre, University of Beira Interior, Av. Infante D. Henrique, 6200- 506 Covilha, Portugal"}]},{"given":"Samuel","family":"Silvestre","sequence":"additional","affiliation":[{"name":"CNC - Center for Neuroscience and Cell Biology, University of Coimbra, 3004-517 Coimbra, Portugal"}]},{"given":"Amilcar","family":"Falcao","sequence":"additional","affiliation":[{"name":"CNC - Center for Neuroscience and Cell Biology, University of Coimbra, 3004-517 Coimbra, Portugal"}]},{"given":"Gilberto","family":"Alves","sequence":"additional","affiliation":[{"name":"CNC - Center for Neuroscience and Cell Biology, University of Coimbra, 3004-517 Coimbra, Portugal"}]}],"member":"965","container-title":["Current Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/eurekaselect.com\/article\/download\/156111","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.eurekaselect.com\/156111\/article","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/eurekaselect.com\/article\/download\/156111","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2020,12,25]],"date-time":"2020-12-25T09:59:40Z","timestamp":1608890380000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.eurekaselect.com\/156111\/article"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018,2,21]]},"references-count":0,"journal-issue":{"issue":"6","published-print":{"date-parts":[[2018,2,21]]}},"alternative-id":["LiveAll1"],"URL":"https:\/\/doi.org\/10.2174\/0929867324666171003115400","relation":{},"ISSN":["0929-8673"],"issn-type":[{"value":"0929-8673","type":"print"}],"subject":[],"published":{"date-parts":[[2018,2,21]]},"assertion":[{"value":"Peer Reviewed","order":0,"name":"review_status","label":"Review Status","group":{"name":"peer_review_details","label":"Peer Review Details"}},{"value":"Single blind","order":1,"name":"review_process","label":"Review Process","group":{"name":"peer_review_details","label":"Peer Review Details"}},{"value":"Checked with iThenticate","order":0,"name":"screening_status","label":"Screening Status","group":{"name":"plagiarism_screening","label":"Plagiarism Screening"}},{"value":"2017-03-16","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2017-06-20","order":1,"name":"revised","label":"Revised","group":{"name":"publication_history","label":"Publication History"}},{"value":"2017-09-15","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2018-02-21","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}