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Three New Iridoid Glycosides from the Aerial Parts of Asperula involucrata
Author(s) -
Kırmızıbekmez Hasan,
Tiftik Kubilay,
Kúsz Norbert,
OrbanGyapai Orsolya,
Zomborszki Zoltán Péter,
Hohmann Judit
Publication year - 2017
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201600288
Subject(s) - chemistry , iridoid , glycoside , chlorogenic acid , apigenin , ferulic acid , stereochemistry , organic chemistry , antioxidant , chromatography , flavonoid
Three new iridoid glycosides, named involucratosides A – C ( 1 – 3 ), were isolated from the H 2 O subextract of crude Me OH extract prepared from the aerial parts of Asperula involucrata along with a known iridoid glycoside (adoxoside), three flavone glycosides (apigenin 7‐ O ‐ β ‐glucopyranoside, luteolin 7‐ O ‐ β ‐glucopyranoside, apigenin 7‐ O ‐rutinoside) as well as two phenolic acid derivatives (chlorogenic acid and ferulic acid 4‐ O ‐ β ‐glucopyranoside). Their chemical structures were established by UV , IR , 1D‐ ( 1 H, 13 C and JMOD ) and 2D‐ ( COSY , HSQC , HMBC and NOESY ) NMR experiments and HR ‐ ESI ‐ MS . In addition, the crude extract, subextracts and isolates were evaluated for their xanthine oxidase inhibitory and antioxidant activities in in vitro tests. This is the first report on the chemical composition and bioactivities of A . involucrata .