relation: http://publicatio.bibl.u-szeged.hu/28285/
title: Cycloaddition of Steroidal Cyclic Nitrones to C=N Dipolarophiles: Stereoselective Synthesis and Antiproliferative Effects of Oxadiazolidinones in the Estrone Series
creator:  Mernyák Erzsébet
creator:  Huber Judit
creator:  Szabó Johanna
creator:  Schneider Gyula
creator:  Hetényi Anasztázia
creator:  Márk László
creator:  Maász Gábor
creator:  Berényi Ágnes
creator:  Kovács Ida Jusztina
creator:  Minorics Renáta
creator:  Zupkó István
creator:  Wölfling János
subject: 01.04. Kémiai tudományok
description: Cyclic nitrones of estrone 3-methyl or 3-benzyl ether were reacted with phenyl isocyanate or nonsubstituted phenyl isocyanates as reactive C=N dipolarophiles, yielding condensed homosteroidal oxadiazolidinones. These dipolar cycloadditions were carried out under conventional heating or microwave irradiation. The chemo- and stereoselectivities of the reactions and the effects of the aromatic substituents on the reaction rates and yields were investigated and compared. The structures of the new products were determined by NMR (one- and two-dimensional) and MALDI-MS techniques, with C70 fullerenes as matrix in the latter case. The antiproliferative properties of the synthetized compounds were determined on a panel of human adherent cell lines (HeLa, MCF7, A2780 and A431) by means of MTT assays. Some of them exhibited activities comparable to that of the reference agent cisplatin. Flow cytometry indicated that one of the most potent agents (11a) resulted in a cell cycle blockade.
date: 2013
type: Folyóiratcikk
type: PeerReviewed
format: text
identifier: http://publicatio.bibl.u-szeged.hu/28285/1/1-s2.0-S0039128X13001505-main.pdf
identifier:     Mernyák Erzsébet;  Huber Judit;  Szabó Johanna;  Schneider Gyula;  Hetényi Anasztázia;  Márk László;  Maász Gábor;  Berényi Ágnes;  Kovács Ida Jusztina;  Minorics Renáta;  Zupkó István;  Wölfling János: Cycloaddition of Steroidal Cyclic Nitrones to C=N Dipolarophiles: Stereoselective Synthesis and Antiproliferative Effects of Oxadiazolidinones in the Estrone Series.   STEROIDS, 78 (10).  pp. 1021-1028.  ISSN 0039-128X (2013)     
identifier: doi:10.1016/j.steroids.2013.06.009
relation: https://doi.org/10.1016/j.steroids.2013.06.009
relation: 2356845
language: eng