A new C-glycosylflavone from Gentiana asclepiadea

Goetz, Michel; Hostettmann, Kurt; Jacot‐Guillarmod, André

doi:10.1016/s0031-9422(00)88886-x

Cited by 24 publications

(9 citation statements)

References 8 publications

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“…Isoorientin is one of the most often described flavonoids of the Gentiana genus and it was found in all herb samples and in G. asclepiadea root. The same distribution was shown for the isoorientin-2″- O -glucoside, the known flavonoid of G. asclepiadea herb [15]. Compound 63 was isomeric to 35 , 43 , 52 , and 54 and was determined as luteolin- C -hexoside- O -hexoside.…”

Section: Resultssupporting

confidence: 57%

“…Xanthone- C -glycosides mangiferin (1,3,6,7-tetrahydroxyxanthone-2- C -glucoside, 49 ) and isomangiferin (1,3,6,7-tetrahydroxyxanthone-4- C -glucoside, 50 ) were identified using reference compounds, UV spectra (λ max 240, 257, 318, 365 nm), and mass spectrometric patterns ( m / z 421 [M–H] – , 467 [(M–H)+HCOOH] – ). These were in known sources such as the herbs of G. asclepiadea [15], G. cruciata [17], G. pneumonanthe [26], and for the first time in G. paradoxa herb (Figure 5).…”

Section: Resultsmentioning

confidence: 99%

“…Some chemical aspects of five species ( G. asclepiadea , G. cruciata , G. gelida , G. pneumonanthe , G. septemfida ) were shown previously, but G. paradoxa is still an unstudied species. The known data include information about flavonoids (flavones only) in four species [11,12,13,14,15,16,17,18,19,20,21,22,23,24,25], xanthones (mangiferin, gentisin and its glycosides) in three species [15,16,17,18,20,26,27], iridoid glycosides in five species [18,19,22,27,28,29,30,31,32], monoterpenes in G. pneumonanthe [32], and triterpenes and naphthodipyranodione in G. asclepiadea [32,33]. In total, thirty-nine compounds were found in five gentians with most diverse classes of flavonoids and iridoid glycosides (Table S2).…”

Section: Introductionmentioning

confidence: 99%

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Caucasian Gentiana Species: Untargeted LC-MS Metabolic Profiling, Antioxidant and Digestive Enzyme Inhibiting Activity of Six Plants

et al. 2019

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The members of Gentiana genus are widely distributed in the Caucasus region where they are used as phytoremedies, but they still have not been studied for their chemical composition and bioactivity. High-performance liquid chromatography with diode array and electrospray triple quadrupole mass detection (HPLC-DAD-ESI-QQQ-MS) was used to investigate metabolites of herb and roots of six gentians (Gentiana asclepiadea, G. cruciata, G. gelida, G. paradoxa, G. pneumonanthe, G. septemfida) grown in the Caucasus. In total, 137 compounds were found including three carbohydrates, 71 iridoid glycosides (mostly loganic acid), loganin, swertiamarin, gentiopicroside and sweroside derivatives, 40 flavones C-, O-, C,O-glycosides (such as luteolin, apigenin, chrysoeriol, and acacetin derivatives), two phenolic O-glycosides, five hydroxycinnamates, eight xanthones, and seven triterpene glycosides. Most of these compounds were identified in gentian samples for the first time. Quantitative differences were found in levels of seven iridoid glycosides, nine glycosylflavones, and two xanthones obtained by HPLC-DAD assay. The gentian extracts were evaluated for their radical-scavenging properties against DPPH and superoxide anion radicals, lipid peroxidation inhibition, and α-amylase/α-glycosidase inhibition. The herb extracts showed higher activity than root extracts. Positive correlations were found between the content of quantified phenolics and antioxidant and digestive enzymes inhibiting activity. The findings presented in our work suggest that the Caucasian gentians are a good source of bioactive phytocompounds with antioxidant and antidiabetic potential.

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Section: Resultssupporting

confidence: 57%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Caucasian Gentiana Species: Untargeted LC-MS Metabolic Profiling, Antioxidant and Digestive Enzyme Inhibiting Activity of Six Plants

et al. 2019

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“…Son comportement chromatographique est trbs voisin de celui de l'iso-orientine-4'-O-glucoside, abondant dans Gentiana asclepiadea L. [6]. Ces substances ont pu &tre sCparCes par passage sur colonne de cellulose (solvant : CHCb/ AcOH/H20 20: 15 : 3) et 5 purifiC par recristallisations rCpCtCes dans le mCthanol.…”

Section: Ho H Andoh Ohunclassified

Contribution à la phytochimie du genre Gentiana. XXII. Identification de nouveaux O‐glucosides de la mangiférine dans Gentiana asclepiadeaL.

Goetz

Jacot‐Guillarmod

1977

Helvetica Chimica Acta

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DCdiC au Professeur Y. R . Naves a l'occasion de son 75e anniversaire Phytochemistry of genus Gentiana. XXII. Identification of new 0-glucosides of mangiferin in Gentiana asclepiadea L. SummaryTwo new 0-glucosides of mangiferin (mangiferin-7-0-~-~-glucoside (1) and mangiferin-6-0-~-~-glucoside (2)) have been isolated from the leaves of Gentiana asclepiadea L. This is the first full structure elucidation of naturally occurring 0glucosides of C-glucosylxanthones. The known C-glucosylflavone, saponarin (5) was also identified.

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“…Coelanthe). La nouvelle parent4 chimique mise ici en kvidence entre G. lutea et G. asclepiadea confirme les liens phylogknktiques unissant les sections Coelanthe e t~n e u m o n a n t h e [4, 51. Le comportement chromatographique des deux composks (1,2) …”

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