439267-00-2Relevant academic research and scientific papers
Synthesis of novel halogen-containing D-homoestrone and 13α-D-homoestrone derivatives by Lewis acid-induced intramolecular Prins reaction
W?lfling, János,Frank, éva,Mernyák, Erzsébet,Bunkóczi, Gábor,Cvesta Seijo, Jose A,Schneider, Gyula
, p. 6851 - 6861 (2002)
A simple synthetic route has been developed for the synthesis of 16-halo-D-homosteroids in both the normal and 13-epiestrone series by the Lewis acid-catalyzed cyclization of an unsaturated secoestrone aldehyde and its 13α isomer.
Stereoselective synthesis of new halogen-containing D-homoestrone derivatives
Frank, E?.,Mernya?k,Wo?lfling,Schneider
, p. 419 - 422 (2002)
The Lewis acid-induced cyclization of the 3-methyl and 3-benzyl ethers of an unsaturated secoestrone aldehyde furnished D-homosteroids containing 16β-oriented halogens on the sterane skeleton.
Syntheses and antiproliferative effects of d-homo- and d-secoestrones
Mernyák, Erzsébet,Szabó, Johanna,Bacsa, Ildikó,Huber, Judit,Schneider, Gyula,Minorics, Renáta,Bózsity, Noémi,Zupkó, István,Varga, Mónika,Bikádi, Zsolt,Hazai, Eszter,W?lfling, János
, p. 128 - 136 (2014/07/21)
Substituted and/or heterocyclic d-homoestrone derivatives were synthetized via the intramolecular cyclization of a δ-alkenyl-d-secoaldehyde, -d-secoalcohol or -d-secocarboxylic acid of estrone 3-benzyl ether. The d-secoalcohol was modified at three sites in the molecule. The in vitro antiproliferative activities of the new d-homo- and d-secoestrone derivatives were determined on HeLa, MCF-7, A431 and A2780 cells through use of MTT assay. d-Homoalcohols 3 and 5 displayed cell line-selective cytostatic effects against ovarian and cervical cell lines, respectively. Two d-secoestrones (6 and 12c) proved to be effective, with IC50 values comparable with those of the reference agent cisplatin. A selected compound (6) was tested by tubulin polymerization assay and its cancer specificity was additionally determined by using noncancerous human fibroblast cells.
