{"data":{"id":"10.6084/m9.figshare.c.2117048","type":"dois","attributes":{"doi":"10.6084/m9.figshare.c.2117048","prefix":"10.6084","suffix":"m9.figshare.c.2117048","identifiers":[],"alternateIdentifiers":[],"creators":[{"name":"Szabó, Johanna","nameType":"Personal","givenName":"Johanna","familyName":"Szabó","affiliation":[],"nameIdentifiers":[]},{"name":"Bacsa, Ildikó","nameType":"Personal","givenName":"Ildikó","familyName":"Bacsa","affiliation":[],"nameIdentifiers":[]},{"name":"Wölfling, János","nameType":"Personal","givenName":"János","familyName":"Wölfling","affiliation":[],"nameIdentifiers":[]},{"name":"Schneider, Gyula","nameType":"Personal","givenName":"Gyula","familyName":"Schneider","affiliation":[],"nameIdentifiers":[]},{"name":"Zupkó, István","nameType":"Personal","givenName":"István","familyName":"Zupkó","affiliation":[],"nameIdentifiers":[]},{"name":"Varga, Mónika","nameType":"Personal","givenName":"Mónika","familyName":"Varga","affiliation":[],"nameIdentifiers":[]},{"name":"Herman, Bianka E.","nameType":"Personal","givenName":"Bianka E.","familyName":"Herman","affiliation":[],"nameIdentifiers":[]},{"name":"Kalmár, László","nameType":"Personal","givenName":"László","familyName":"Kalmár","affiliation":[],"nameIdentifiers":[]},{"name":"Szécsi, Mihály","nameType":"Personal","givenName":"Mihály","familyName":"Szécsi","affiliation":[],"nameIdentifiers":[]},{"name":"Mernyák, Erzsébet","nameType":"Personal","givenName":"Erzsébet","familyName":"Mernyák","affiliation":[],"nameIdentifiers":[]}],"titles":[{"title":"Synthesis and \u003ci\u003ein vitro\u003c/i\u003e pharmacological evaluation of \u003ci\u003eN\u003c/i\u003e-[(1-benzyl-1,2,3-triazol-4-yl)methyl]-carboxamides on d-secoestrone scaffolds"}],"publisher":"Figshare","container":{},"publicationYear":2015,"subjects":[{"subject":"Biochemistry"},{"subject":"Cell Biology"},{"subject":"Pharmacology"},{"subject":"Biotechnology"},{"subject":"59999 Environmental Sciences not elsewhere classified","subjectScheme":"FOR"},{"subject":"FOS: Earth and related environmental sciences","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"FOS: Earth and related environmental sciences","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"39999 Chemical Sciences not elsewhere classified","subjectScheme":"FOR"},{"subject":"FOS: Chemical sciences","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"FOS: Chemical sciences","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"Sociology"},{"subject":"FOS: Sociology","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"FOS: Sociology","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"Cancer"}],"contributors":[],"dates":[{"date":"2015-12-05","dateType":"Created"},{"date":"2016-04-27","dateType":"Updated"},{"date":"2015","dateType":"Issued"}],"language":null,"types":{"ris":"GEN","bibtex":"misc","citeproc":"article","schemaOrg":"Collection","resourceType":"Collection","resourceTypeGeneral":"Collection"},"relatedIdentifiers":[],"relatedItems":[],"sizes":[],"formats":[],"version":null,"rightsList":[{"rights":"CC-BY","rightsUri":"http://creativecommons.org/licenses/by/3.0/us"}],"descriptions":[{"description":"An efficient synthesis of several \u003ci\u003eN\u003c/i\u003e-[(1-benzyl-1,2,3-triazol-4-yl)methyl]carboxamides in the 13β- and 13α-d-secoestrone series is reported. Novel triazoles were synthesized via the Cu(I)-catalyzed azide–alkyne cycloaddition of steroidal alkynyl carboxamides and \u003ci\u003ep\u003c/i\u003e-substituted benzyl azides. Each of the products was evaluated \u003ci\u003ein vitro\u003c/i\u003e by means of MTT assays for antiproliferative activity against a panel of human adherent cancer cell lines (HeLa, MCF-7, A431 and A2780). Some of them exhibited activities similar to those of the reference agent cisplatin. On change of the substitution pattern of the benzyl group of the azide, great differences in the cell growth-inhibitory properties were observed. The \u003ci\u003ep\u003c/i\u003e-alkylbenzyl-substituted triazoles selectively exerted high cytostatic action against A2780 cells, with IC\u003csub\u003e50\u003c/sub\u003e values of 1 µM. We investigated the potential inhibitory action exerted on the human 17β-HSD1 activity of the new secosteroids. Three triazoles effectively suppressed the estrone to 17β-estradiol conversion with IC\u003csub\u003e50\u003c/sub\u003e values in low micromolar range.","descriptionType":"Abstract"}],"geoLocations":[],"fundingReferences":[],"xml":"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