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Betulin Phosphonates; Synthesis, Structure, and Cytotoxic Activity.
Chrobak, Elwira; Bebenek, Ewa; Kadela-Tomanek, Monika; Latocha, Malgorzata; Jelsch, Christian; Wenger, Emmanuel; Boryczka, Stanislaw.
Afiliação
  • Chrobak E; Department of Organic Chemistry, School of Pharmacy with the Division of Laboratory Medicine in Sosnowiec, Medical University of Silesia in Katowice, 4 Jagiellonska Str., 41-200 Sosnowiec, Poland. echrobak@sum.edu.pl.
  • Bebenek E; Department of Organic Chemistry, School of Pharmacy with the Division of Laboratory Medicine in Sosnowiec, Medical University of Silesia in Katowice, 4 Jagiellonska Str., 41-200 Sosnowiec, Poland. ebebenek@sum.edu.pl.
  • Kadela-Tomanek M; Department of Organic Chemistry, School of Pharmacy with the Division of Laboratory Medicine in Sosnowiec, Medical University of Silesia in Katowice, 4 Jagiellonska Str., 41-200 Sosnowiec, Poland. mkadela@sum.edu.pl.
  • Latocha M; Department of Cell Biology, School of Pharmacy with the Division of Laboratory Medicine in Sosnowiec, Medical University of Silesia in Katowice, 8 Jednosci Str., 41-200 Sosnowiec, Poland. mlatocha@sum.edu.pl.
  • Jelsch C; Laboratoire Cristallographie Résonance Magnétique et Modélisations, Faculté des Sciences et Technologies, CNRS, Université de Lorraine, BP 70239, 54506 Vandoeuvre-les-Nancy, France. christian.jelsch@univ-lorraine.fr.
  • Wenger E; Laboratoire Cristallographie Résonance Magnétique et Modélisations, Faculté des Sciences et Technologies, CNRS, Université de Lorraine, BP 70239, 54506 Vandoeuvre-les-Nancy, France. emmanuel.wenger@univ-lorraine.fr.
  • Boryczka S; Department of Organic Chemistry, School of Pharmacy with the Division of Laboratory Medicine in Sosnowiec, Medical University of Silesia in Katowice, 4 Jagiellonska Str., 41-200 Sosnowiec, Poland. boryczka@sum.edu.pl.
Molecules ; 21(9)2016 Aug 26.
Article em En | MEDLINE | ID: mdl-27571057
ABSTRACT
Betulin derivatives are a widely studied group of compounds of natural origin due to their wide spectrum of biological activities. This paper describes new betulin derivatives, containing a phosphonate group. The allyl-vinyl isomerization and synthesis of acetylenic derivatives have been reported. Structural identification of products as E and Z isomers has been carried out using ¹H-, (13)C-, (31)P-NMR, and crystallographic analysis. The crystal structure in the orthorhombic space group and analysis of crystal packing contacts for 29-diethoxyphosphoryl-28-cyclopropylpropynoyloxy-lup-20E(29)-en-3ß-ol 8a are reported. All new compounds were tested in vitro for their antiproliferative activity against human T47D (breast cancer), SNB-19 (glioblastoma), and C32 (melanoma) cell lines.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Triterpenos / Citotoxinas / Proliferação de Células / Organofosfonatos Limite: Humans Idioma: En Revista: Molecules Assunto da revista: BIOLOGIA Ano de publicação: 2016 Tipo de documento: Article País de afiliação: Polônia

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Triterpenos / Citotoxinas / Proliferação de Células / Organofosfonatos Limite: Humans Idioma: En Revista: Molecules Assunto da revista: BIOLOGIA Ano de publicação: 2016 Tipo de documento: Article País de afiliação: Polônia