Original Article

ANTIOXIDANT ACTIVITY OF TWO FLAVONOL GLYCOSIDES FROM CIRSIUM HYPOLEUCUM DC. THROUGH BIOASSAYGUIDED FRACTIONATION

  • Didem DELIORMAN ORHAN
  • Fatma ERGUN
  • Erdem YESILADA
  • Koichiro TSUCHIYA
  • Yoshihisa TAKAISHI
  • Kazuyoshi KAWAZOE

Received Date: 19.10.2006 Accepted Date: 18.01.2007 Turk J Pharm Sci 2007;4(1):1-14

Abstract The flowers, roots and stems of Cirsium species are used as a folk remedy in Anatolia. In order to evaluate antioxidant activity of Cirsium hypoleucum which is an endemic plant, superoxide radical (hypoxanthine-xanthine oxidase system) and free radical scavenging activities (DPPH) using in vitro electron spin resonance (ESR) spectrometry of the different extracts, fractions and compounds obtained by Bioassay Guided Fractionation (BAGF) technique were studied. The bioassay guided fractionation of methanol extract led to the isolation flavonoid 1 and 2 from n–butanol fr. The structures of these compounds were elucidated using UV, IR, MS, 1H- and 13C-NMR techniques as quercetin-3-O-rutinoside (rutin) (1) and kaempferol-3-O-rutinoside (nicotiflorin) (2). Flavonoid 1 showed more potent antioxidant activity than flavonoid 2. Özet Cirsium türlerine ait çiçekler, dallar ve kökler Anadolu’da halk ilaci olarak kullanilmaktadir. Endemik bir bitki olan Cirsium hypoleucum’un antioksidan aktivitesini degerlendirmek için, biyolojik aktivite ile yönlendirilen fraksiyonlama (BAYF) teknigi ile elde edilen ekstre, fraksiyon ve bilesiklerin süperoksit radikali (hipoksantin-ksantin oksidaz sistemi) ve serbest radikal süpürücü aktiviteleri (DPPH) in vitro elektron spin rezonans (ESR) teknigi ile incelenmistir. Metanol ekstresinin biyolojik aktivite yönlendirmeli fraksiyonlanmasi neticesinde n-butanol fraksiyonundan flavonoit 1 ve 2 izole edilmistir. Bu bilesiklerin yapilari UV, IR, MS, 1H- ve 13C-NMR teknikleri kullanilarak kersetin-3-O-rutinozit (rutin) (1) ve kemferol-3-O-rutinozit (nikotiflorin) (2) olarak tayin edilmistir. Rutin, nikotiflorine göre daha güçlü bir antioksidan etki göstermistir.

Keywords: Cirsium hypoleucum DC., Asteraceae (Compositae),; Electron Spin Resonance (ESR), Free radical scavenging activity, Superoxide radical scavenging activity