Flavonol glycosides and iridoids from asperula lilaciflora

A new flavonol glycoside, quercetin 3-O-[6’’’-O-3,5-dihydroxycinnamoyl-b-glucopyranosyl-(1!2)]-b-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-b-glucopyranosyl-(1!2)-b-galactopyranoside, quercetin 3-O-bglucopyranosyl-(1!2)-arabinopyranoside, asperuloside, deacetylasperulosidic acid, asperulosidic acid methyl ester, and chlorogenic acid. The structures were elucidated on the basis of extensive 1D- and 2DNMR 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.