Elaeodendron orientale as a source of cytotoxic cardenolides.

Abstract

In the present study, we report six cardiac glycosides (1-6) along with four known ones (7-10) isolated from the leaves and fruits of Elaeodendron orientale. Their stereostructures were elucidated on the basis of spectroscopic analysis, including 1D and 2D NMR, and the absolute configuration of 1 was determined by X-ray diffraction analysis. The compounds were evaluated for growth inhibitory activity against a panel of human cancer cell lines, HeLa, A-549, MCF-7 and HL-60, and normal Vero cells. Four compounds from this series (5 and 7-9, IC50 values ranging from 0.01 to 0.07μM) exhibited cytotoxicity against three of the cancer cell lines assayed that was similar to or higher than the well-known therapies digoxin and digitoxigenin. Taking into account the narrow safety range of cardiac glycosides used in clinic, this series shows a selectivity index higher than 3 for three of the cancer cell lines assayed, increasing their interest for further study.

• Authors: Alex A Osorio, Manuel R López, Ignacio A Jiménez, Laila M Moujir, Matías L Rodríguez, Isabel L Bazzocchi
• Journal: Phytochemistry (Phytochemistry) Vol. 105 Pg. 60-7 (Sep 2014) ISSN: 1873-3700 [Electronic] England
• PMID: 25014657 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2014 Elsevier Ltd. All rights reserved.

Chemical References

• Antineoplastic Agents, Phytogenic
• Cardenolides
• Digoxin

Topics

• Animals
• Antineoplastic Agents, Phytogenic (chemistry, isolation & purification, pharmacology)
• Cardenolides (chemistry, isolation & purification, pharmacology)
• Celastraceae (chemistry)
• Chlorocebus aethiops
• Digoxin (pharmacology)
• HL-60 Cells
• HeLa Cells
• Humans
• Molecular Structure
• Nuclear Magnetic Resonance, Biomolecular
• Plant Leaves (chemistry)
• Vero Cells
• X-Ray Diffraction