Prenylated chromones and coumarins from the leaves of Billburttia capensoides Sales & Hedge (Apiaceae)
1 National Center of Applied Pharmaceutical Research, B.P.Box 702, Antananarivo 101, Madagascar.
2 Laboratory of Natural Substances Chemistry and Biological Organic Chemistry, Faculty of Sciences, University of Antananarivo, B.P. Box 906, Antananarivo101, Madagascar.
3 College of Pharmacy, Division of Medicinal Chemistry and Pharmacognosy, The Ohio State University, Columbus, OH 43210, USA.
4 Department of Chemistry and Virginia Tech, Blacksburg, Virginia 24061-0212, USA.
5 High Education Institute of Antsirabe-Vakinankaratra, University of Antananarivo, B.P. Box 906, Antananarivo101, Madagascar.
Research Article
GSC Biological and Pharmaceutical Sciences, 2021, 16(02), 103–109.
Article DOI: 10.30574/gscbps.2021.16.2.0233
Publication history:
Received on 07 July 2021; revised on 11 August 2021; accepted on 13 August 2021
Abstract:
Billburttia Sales & Hedge is a new genus endemic to Madagascar, which belongs to the Apiaceae family and comprises of two species, namely Billburttia capensoides and B. vaginoides. The present work was undertaken in a view to explore secondary metabolites from the leaves of B. capensoides, contributing to have more knowledge on the chemical profile of this species. Liquid-liquid partition followed by chromatographic separation of its ethanolic extract led to the isolation of two new prenylated chromones, 2'R-hydroxy-7-O-methylallopeucenin and the known coumarins imperatorin and xanthotoxin. Their chemical structures were established on the basis of spectroscopic methods including nuclear magnetic resonance (NMR) and high resolution mass spectrometry, and by comparison with the reported data in the literature. The structure of the compound 3 was confirmed by single-crystal X-ray diffraction. This is the first report on the nonvolatile constituents of B. capensoides. The presence of imperatorin and xanthotoxin supported that the new endemic genus Billburttia belongs to the Apiaceae family. All these data may induce further research on this species in order to find new chemical entities with biological and chemotaxonomic interests.
Keywords:
Billburttia capensoides; Apiaceae; Chemical constituents; Prenylated chromones; Coumarins
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