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Carbohydr Res ; 379: 1-6, 2013 Sep 20.
Article in English | MEDLINE | ID: mdl-23831634

ABSTRACT

The rare Mexican species Stevia phlebophylla A. Gray was long considered to be the only known Stevia species, beside the well-known S. rebaudiana, containing the highly sweet diterpenoid steviol glycosides. We report a re-evaluation of this claim after phytochemically screening leaves obtained from two herbarium specimens of S. phlebophylla for the presence of steviol glycosides. Despite extensive MS analyses, no steviol glycosides could be unambiguously verified. Instead, the main chromatographic peak eluting at retention times similar to those of steviol glycosides was identified as a new compound, namely 16ß-hydroxy-17-acetoxy-ent-kauran-19-oic acid-(6-O-ß-D-xylopyranosyl-ß-D-glucopyranosyl) ester (1) on the basis of extensive NMR and MS data as well as the characterization of its acid hydrolysate. Seven more compounds were detected by ESIMS which are possibly structurally related to 1. It can therefore be concluded that S. phlebophylla is unlikely to contain significant amounts of steviol glycosides, if any.


Subject(s)
Diterpenes/chemistry , Glycosides/chemistry , Plant Leaves/chemistry , Stevia/chemistry , Carbohydrate Conformation , Diterpenes/isolation & purification , Glycosides/isolation & purification , Magnetic Resonance Spectroscopy/standards , Reference Standards
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