Records of Natural Products

Year: 2017 Volume: 11   Issue: 2




Cytotoxic Activity of Alkaloids from Papaver rhoeas growing in Lebanon

Mohamad Ali Hijazi, Maha Aboul-Ela, Kamal Bouhadir, Maamoun Fatfat, Hala Khalife, Abdalla Ellakany and Hala Gali-Muhtasib

Department of Pharmaceutical Sciences, Beirut Arab University, Beirut, Lebanon

Department of Chemistry, American University of Beirut, Beirut, Lebanon

Department of Biology and Anatomy, Cell Biology, and Physiological Sciences, American University of Beirut, Beirut, Lebanon

Department of Biology, Lebanese University, Beirut, Lebanon

Abstract: This paper represents the phytochemical properties of Lebanese Papaver rhoeas, from which five protopine alkaloids are isolated, namely; stylopine (1), canadine (2), sinactine (3), berberine (4), and epiberberine (5). This is the first report for the isolation of epiberberine (5) from the genus Papaver and canadine (2) from Papaver rhoeas, suggesting a new chemotype of Papaver rhoeas growing in Lebanon. The cytotoxic activity of the total ethanolic extract and the isolated alkaloids were determined by MTT assay on human colon cancer cells (HCT116), breast cancer cells (MCF7), human keratinocyte cell line (HaCaT), and non-cancerous colon cells (NCM460). The compounds showed dose-dependent inhibitory effect with highest activity for compound 4 against all cell lines. The activity of the alkaloids varied between the various cell lines indicating cell type specificity and suggesting different cell-compound interactions. IC 50 values on normal cells was higher than cancer cell lines (>200 µM), indicating the selectivity of these compounds to cancer cells. It was noticed that the presence of methylenedioxy group at positions C-2 and C-3 rather than at position C-9 and C-10 potentiated the compound’s cytotoxic activity. Further studies are underway to explore the activity of these compounds at the molecular level.

Keywords: Cytotoxic activity; Papaver rhoeas; protopine alkaloids; spectroscopic analysis. © 2016 ACG Publications. All rights reserved.