New furoquinoline alkaloid and flavanone glycoside derivatives from the leaves of Oricia suaveolens and Oricia renieri (Rutaceae)

Abstract

Fractionation of the methanol extract of the leaves of Oricia renieri and Oricia suaveolens (Rutaceae) led to the isolation of 13 compounds including the hitherto unknown furoquinoline alkaloid named 6,7-methylenedioxy-5-hydroxy-8-methoxy-dictamnine (1) and a flavanone glycoside named 5-hydroxy-4′-methoxy-7-O-[α-l-rhamnopyranosyl(1‴→5″)-β-d-apiofuranosyl]-flavanoside (2), together with 11 known compounds (3–13). The structures of the compounds were determined by comprehensive analyses of their 1D and 2D NMR, mass spectral data and comparison. All compounds isolated were examined for their activity against human carcinoma cell lines. The alkaloids 1, 5, 12, 13 and the phenolic 2, 8, 11 tested compounds exhibited non-selective moderate cytotoxic activity with IC₅₀ 8.7–15.9 μM whereas compounds 3, 4, 6, 7, 9 and 10 showed low activity.

Keywords:

• Oricia
• suaveolens
• renieri
• cytotoxicity
• furoquinoline
• flavanone glycoside

Acknowledgements

We are also grateful to the Organic Chemistry Department of the University of Reading, Reading, UK and University of Keele, Keele, UK, for recording the NMR measurements and Department of Chemistry, Bielefeld University, Germany for recording Mass spectra and the General Hospital Douala for evaluating the cytotoxicity activity.

Disclosure statement

No potential conflict of interest was reported by the authors.

Supplementary material

Experimental details relating to this article are available online at http://dx.doi.org/10.1080/14786419.2015.1057727 alongside Figures S1–S17 and Tables S1–S3.

Additional information

Funding

This project was financially supported by the Royal Society of Chemistry (RSC) 2014 Research Fund Grant to JC Ndom.