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Flavonol Glycosides and Iridoids from Asperula lilaciflora
Author(s) -
Kırmızıbekmez Hasan,
Bardakcı Hilal,
Masullo Milena,
Kamburoğlu Özge,
Eryılmaz Gonca,
Akaydın Galip,
Yeşilada Erdem,
Piacente Sonia
Publication year - 2014
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201400065
Subject(s) - chemistry , quercetin , glycoside , stereochemistry , kaempferol , phytochemical , moiety , chlorogenic acid , iridoid , organic chemistry , biochemistry , chromatography , antioxidant
A new flavonol glycoside, quercetin 3‐ O ‐[6′′′‐ O ‐3,5‐dihydroxycinnamoyl‐ β ‐glucopyranosyl‐(1→2)]‐ β ‐galactopyranoside (named lilacifloroside; 1 ) and a new iridoid 2 (named asperulogenin), were isolated from the aerial parts of Asperula lilaciflora in addition to eight known secondary metabolites, i.e. , quercetin, kaempferol, quercetin 3‐ O ‐ β ‐glucopyranosyl‐(1→2)‐ β ‐galactopyranoside, quercetin 3‐ O ‐ β ‐glucopyranosyl‐(1→2)‐arabinopyranoside, asperuloside, deacetylasperulosidic acid, asperulosidic acid methyl ester, and chlorogenic acid. The structures were elucidated on the basis of extensive 1D‐ and 2D‐NMR experiments as well as MS data. Compound 1 contains the rare 3,5‐dihydroxycinnamoyl moiety in its structure. This work constitutes the first phytochemical study of the title plant.