A xanthone from Senecio mikanioides leaves

Catalano, S.; Luschi, Stefano; Flamini, Guido; Cioni, Pier Luigi; Nieri, Elisa; Morelli, Ivano

doi:10.1016/0031-9422(96)00154-9

Cited by 22 publications

(29 citation statements)

References 9 publications

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“…1). This was confirmed by comparison with spectra in the literature (Fujita & Inoue, 1982;Catalano et al, 1996) and with spectra of an authentic sample of mangiferin.…”

Section: A Mangiferin and Isomangiferin Determinationsupporting

confidence: 63%

First report on mangiferin (C-glucosyl-xanthone) isolated from leaves of a wild coffee plant,Coffea pseudozanguebariae(Rubiaceae)

Talamond

Mondolot²,

Gargadennec³

et al. 2008

Acta Botanica Gallica

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Abstract.-Bean biochemical composition has been extensively analyzed inCoffea species because of its impact on coffee beverage quality. C. pseudozanguebariae appeared as an interesting wild species because of its low caffeine and chlorogenic acid content, compounds involved in coffee bitterness. Extending the study to its leaves revealed the presence of two unknown phenolic compounds. Isolation, then identification by MS and NMR analysis proved that these compounds are two C-glucosyl-xanthones: mangiferin and isomangiferin. HPLC analyses indicated very high mangiferin content in young leaves. This class of compounds is described for the first time not only in coffee plants but also in the Rubiaceae family. The interest of mangiferin identification in the Coffea genus is discussed.Key words : C-glucosyl-xanthones -Coffea pseudozanguebariae -leavesmangiferin -Rubiaceae.Résumé.-La composition biochimique des grains de café a été très étudiée en raison de son impact sur la qualité de la boisson. Coffea pseudozanguebariae apparaît comme une espèce sauvage intéressante en raison de sa faible teneur en caféine et en acide chlorogénique, composés participant à l'amertume du café. L'analyse étendue aux feuilles de cette espèce a révélé la présence de deux composés inconnus. Leur isolement puis leur détermination par SM et RMN prouvent qu'il s'agit de deux C-glucosyl-xanthones : la mangiférine et l'isomangiférine. Les dosages par CLHP ont montré une teneur particulièrement éle-vée en mangiférine dans les jeunes feuilles. C'est la première fois que cette classe de composés est décrite, non seulement chez un caféier mais aussi dans la famille des Rubiaceae. L'intérêt de l'identification de la mangiférine dans le genre Coffea est discuté.

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“…1). This was confirmed by comparison with spectra in the literature (Fujita & Inoue, 1982;Catalano et al, 1996) and with spectra of an authentic sample of mangiferin.…”

Section: A Mangiferin and Isomangiferin Determinationsupporting

confidence: 63%

First report on mangiferin (C-glucosyl-xanthone) isolated from leaves of a wild coffee plant,Coffea pseudozanguebariae(Rubiaceae)

Talamond

Mondolot²,

Gargadennec³

et al. 2008

Acta Botanica Gallica

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“…One of the most used chemical transformations is the acidic hydrolysis of the glycosides, being the aglycones, and the sugar residues identified by spectral methods and co-tlc with authentic samples [e.g. [34][35][36]. Other chemical transformations considered the permethylation followed by acid hydrolysis, giving partially methylated sugars, allows establishing the linking position to the aglycone [34,37].…”

Section: Simple Xanthonesmentioning

confidence: 99%

Structure Elucidation of Xanthone Derivatives: Studies of Nuclear Magnetic Resonance Spectroscopy

Silva¹,

Pinto

2005

CMC

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1H and 13C NMR spectra remain the first tool used by chemists to perform the structure elucidation of their products on a routine basis. It is common to provide NMR data on both proton and carbon spectra based on one-dimensional experiments, but often only proton resonances are assigned. The increasing complexity of natural compounds and their synthetic related derivatives imply the use of some more recent 1D and 2D NMR techniques. The purpose of this review is to describe the main NMR features of the most common and important classes of xanthones and also to discuss the application of several 1D and 2D NMR techniques in the structure elucidation of these compounds. A brief discussion of these NMR techniques from the point of view of structure elucidation of organic compounds will also be considered. The calculated NMR chemical shifts in the structure elucidation of xanthones and the use of NMR to study their mode of action in biological activities will be also described.

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“…Among them, compounds 578 and 580 were new natural products [121]. The new 4-hydroxybenzoylated xanthone 583 and the two known xanthones 581 and 582 were obtained from the leaves of S. mikanioides [122].…”

Section: Pyrrolizidine Alkaloidsmentioning

confidence: 99%