Antiglioma action of xanthones from Gentiana kochiana: Mechanistic and structure-activity requirements

Bioorganic & Medicinal Chemistry
Aleksandra IsakovicVladimir Trajkovic

Abstract

The present study identifies xanthones gentiakochianin and gentiacaulein as the active principles responsible for the in vitro antiglioma action of ether and methanolic extracts of the plant Gentiana kochiana. Gentiakochianin and gentiacaulein induced cell cycle arrest in G(2)/M and G(0)/G(1) phases, respectively, in both C6 rat glioma and U251 human glioma cell lines. The more efficient antiproliferative action of gentiakochianin was associated with its ability to induce microtubule stabilization in a cell-free assay. Both the xanthones reduced mitochondrial membrane potential and increased the production of reactive oxygen species in glioma cells, but only the effects of gentiakochianin were pronounced enough to cause caspase activation and subsequent apoptotic cell death. The assessment of structure-activity relationship in a series of structurally related xanthones from G. kochiana and Gentianella austriaca revealed dihydroxylation at positions 7, 8 of the xanthonic nucleus as the key structural feature responsible for the ability of gentiakochianin to induce microtubule-associated G(2)/M cell block and apoptotic cell death in glioma cells.

References

Mar 31, 2000·Experimental Cell Research·M Loeffler, G Kroemer
Mar 5, 2005·Cellular and Molecular Life Sciences : CMLS·S MijatovicV Trajkovic
Jul 11, 2006·Biochimica Et Biophysica Acta·Dmitry B ZorovSteven J Sollott
Jul 3, 2007·Phytochemistry·Khalid A ShadidNordin Hj Lajis

❮ Previous
Next ❯

Citations

Jun 7, 2013·Expert Opinion on Drug Discovery·Shivaputra A PatilDuane D Miller
Sep 14, 2016·Natural Product Research·Devendra MishraArun K Shaw
Oct 12, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jingya RuanTao Wang
Feb 18, 2016·Chemistry & Biodiversity·Yu PanYuan-Zhong Wang
Oct 13, 2021·Natural Product Research·Ahmad Alif Danial ZailanVivien Jong Yi Mian

❮ Previous
Next ❯

Related Concepts

Related Feeds

Apoptosis

Apoptosis is a specific process that leads to programmed cell death through the activation of an evolutionary conserved intracellular pathway leading to pathognomic cellular changes distinct from cellular necrosis

Related Papers

Current Medicinal Chemistry
L M M Vieira, A Kijjoa
Journal of Asian Natural Products Research
Qing-Chun XueDong-Ming Zhang
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences
Yiming LiuXiong Li
European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V
Maribel TeixeiraCarlos M Barbosa
© 2022 Meta ULC. All rights reserved