Cytotoxic aporphine alkaloids from Ocotea acutifolia.

Abstract

Two new aporphinoid alkaloids, (+)-6 S-ocoteine N-oxide and (+)-norocoxylonine, were isolated from the leaves and trunk bark of OCOTEA ACUTIFOLIA (Lauraceae) along with thirteen aporphine analogues, one morphinan alkaloid, and one flavonoid. The aporphine alkaloids (+)-thalicsimidine and (+)-neolitsine are reported for the first time for the genus OCOTEA. The structures of all compounds were established on the basis of 1D- and 2D-NMR spectroscopic techniques, optical rotation and/or mass spectrometry data. The cytotoxic potential of eight of the aporphine alkaloids against four human cancer cell lines (Hep-2, MCF-7, B16-F10 and 786-0) was also evaluated.

• Authors: Fernanda R Garcez, Ana G Francisca da Silva, Walmir S Garcez, Gabriela Linck, Maria C de Fatima Matos, Evelyn C S Santos, Lyara M M Queiroz
• Journal: Planta medica (Planta Med) Vol. 77 Issue 4 Pg. 383-7 (Mar 2011) ISSN: 1439-0221 [Electronic] Germany
• PMID: 20922653 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: © Georg Thieme Verlag KG Stuttgart · New York.

Chemical References

• 6S-ocoteine N-oxide
• Antineoplastic Agents, Phytogenic
• Aporphines
• Plant Extracts
• norocoxylonine

Topics

• Antineoplastic Agents, Phytogenic (isolation & purification, pharmacology, therapeutic use)
• Aporphines (chemistry, isolation & purification, pharmacology)
• Cell Line, Tumor
• Humans
• Molecular Structure
• Neoplasms (drug therapy)
• Ocotea (chemistry)
• Phytotherapy
• Plant Bark
• Plant Extracts (chemistry, pharmacology, therapeutic use)
• Plant Leaves