Using C-NMR dereplication to aid in the identification of xanthones present in the stem bark extract of Calophyllum brasiliense.

INTRODUCTION

Xanthones are metabolites with a variety of biological properties. The Clusiaceae family, which until recently included the genus Calophyllum, is recognised for its production of monohydroxylated and polyhydroxylated xanthones. Presently, C. brasiliense is the only Calophyllum spp. known to occur in the Yucatan peninsula.

OBJECTIVE

To use a combination of traditional phytochemical methods and carbon-13 nuclear magnetic resonance ( C-NMR) dereplication analysis to identify xanthones in the stem bark of C. brasiliense.

MATERIAL AND METHODS

Initial fractionation and purification of the stem bark extract of C. brasiliense produced macluraxanthone (1). Additional xanthones, together with chromanones and terpenoids, were identified using C-NMR dereplication analysis in different semipurified fractions obtained from the low and medium polarity fractions of the stem bark extract of C. brasiliense.

RESULTS

Initial identification of macluraxanthone (1) was confirmed by C-NMR dereplication analysis; additionally, C-NMR dereplication analysis allowed the identification of a number of monohydroxylated and polyhydroxylated xanthones, together with chromanones and terpenoids.

CONCLUSION

This study confirms C. brasiliense as a rich source of xanthones and the C-NMR dereplication analysis as a suitable method to quickly identify the presence of different families of secondary metabolites in semipurified fractions.