Literature DB >> 20193672

In vitro anticancer studies of alpha- and beta-D-glucopyranose betulin anomers.

Harish Kommera1, Goran N Kaluderović, Martin Bette, Jutta Kalbitz, Petra Fuchs, Simone Fulda, Walter Mier, Reinhard Paschke.   

Abstract

Four derivatives of betulin containing a D-glucopyranosyl moiety at C3 position were synthesized and characterized by (1)H and (13)C NMR spectroscopy as well as mass spectrometry. The crystal structure of 28-O-acetylbetulin-3-yl-beta-D-(2',3',4',6'-tetra-O-acetyl)glucopyranoside was determined. The compounds were tested against fifteen tumor cell lines of different histogenic origins. The alpha- and beta-anomers of 28-O-acetylbetulin-3-yl-D-glucopyranoside, exerted a dose dependent antiproliferative action towards the tumor cell lines. Treatment of HCT-116 cells for 24h induced apoptosis, which was confirmed by the appearance of a typical ladder pattern in the DNA fragmentation assay and cell cycle analysis. The alpha- and beta-anomers of 28-O-acetylbetulin-3-yl-D-glucopyranoside seem to induce apoptosis by activation of different upstream caspases on colon cancer HCT-116 cell line. 2010 Elsevier Ireland Ltd. All rights reserved.

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Year:  2010        PMID: 20193672     DOI: 10.1016/j.cbi.2010.02.038

Source DB:  PubMed          Journal:  Chem Biol Interact        ISSN: 0009-2797            Impact factor:   5.192


  7 in total

1.  Synthesis and anti-cancer activities of glycosides and glycoconjugates of diterpenoid isosteviol.

Authors:  Radmila R Sharipova; Mayya G Belenok; Bulat F Garifullin; Anastasiya S Sapunova; Alexandra D Voloshina; Olga V Andreeva; Irina Yu Strobykina; Polina V Skvortsova; Yuriy F Zuev; Vladimir E Kataev
Journal:  Medchemcomm       Date:  2019-06-20       Impact factor: 3.597

2.  Betulinic acid derivatives NVX-207 and B10 for treatment of glioblastoma--an in vitro study of cytotoxicity and radiosensitization.

Authors:  Matthias Bache; Stephan Bernhardt; Sarina Passin; Henri Wichmann; Anja Hein; Martin Zschornak; Matthias Kappler; Helge Taubert; Reinhard Paschke; Dirk Vordermark
Journal:  Int J Mol Sci       Date:  2014-10-30       Impact factor: 5.923

3.  Chemical Composition, Antioxidant Potentials, and Calcium Oxalate Anticrystallization Activity of Polyphenol and Saponin Fractions from Argania spinosa L. Press Cake.

Authors:  Fatima Ezzahra El Oumari; Naima Mammate; Hamada Imtara; Anissa Lahrichi; Radouane Elhabbani; Ghita El Mouhri; Ali S Alqahtani; Omar M Noman; Mansour N Ibrahim; Andriy Grafov; Dalila Bousta; Tarik Sqalli Houssaini
Journal:  Plants (Basel)       Date:  2022-07-15

4.  Hypoxia enhances the antiglioma cytotoxicity of B10, a glycosylated derivative of betulinic acid.

Authors:  Sebastian Fischer; Michael W Ronellenfitsch; Anna-Luisa Thiepold; Patrick N Harter; Sebastian Reichert; Donat Kögel; Reinhard Paschke; Michel Mittelbronn; Michael Weller; Joachim P Steinbach; Simone Fulda; Oliver Bähr
Journal:  PLoS One       Date:  2014-04-17       Impact factor: 3.240

5.  Betulin 3,28-di-O-tosyl-ate.

Authors:  Uldis Peipiņš; Niks Freimanis; Dmitrijs Stepanovs; Anatoly Mishnev; Māris Turks
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-07-23

6.  Betulinyl Sulfamates as Anticancer Agents and Radiosensitizers in Human Breast Cancer Cells.

Authors:  Matthias Bache; Christin Münch; Antje Güttler; Henri Wichmann; Katharina Theuerkorn; Daniel Emmerich; Reinhard Paschke; Dirk Vordermark
Journal:  Int J Mol Sci       Date:  2015-11-03       Impact factor: 5.923

7.  In vitro assessment of triterpenoids NVX-207 and betulinyl-bis-sulfamate as a topical treatment for equine skin cancer.

Authors:  Lisa Annabel Weber; Anne Funtan; Reinhard Paschke; Julien Delarocque; Jutta Kalbitz; Jessica Meißner; Karsten Feige; Manfred Kietzmann; Jessika-Maximiliane V Cavalleri
Journal:  PLoS One       Date:  2020-11-05       Impact factor: 3.240

  7 in total

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