Records of Natural Products

Year: 2011  Volume: 5  Issue: 1

 

  ORIGINAL ARTICLE

2.

Relationship Between Chemical Structure and Antioxidant Activity of Luteolin and Its Glycosides Isolated from T . sipyleus subsp. sipyleus var. sipyleus

Ufuk Özgen, Ahmet Mavi, Zeynep Terzi, Cavit Kazaz, Ali Aşçı,Yusuf Kaya and Hasan Seçen

Department of Pharmacognosy, Faculty of Pharmacy, Atatürk University, 25240 Erzurum, Türkiye

Department of Chemistry, Kazım Karabekir Education Faculty, Atatürk University, 25240 Erzurum, Türkiye

Department of Chemistry, Faculty of Sciences, Atatürk University, 25240 Erzurum, Türkiye

Department of Pharmaceutical Toxicology, Faculty of Pharmacy, Atatürk University, 25240 Erzurum, Türkiye

Department of Biology, Faculty of Sciences, Atatürk University, 25240 Erzurum, Türkiye

Abstract: One triterpenic acid (ursolic acid), one phenolic acid (rosmarinic acid), and four flavonoids (luteolin, luteolin 7-O-(6”-feruloyl)- b -glucopyranoside, luteolin 5-O- b -glucopyranoside, and luteolin 7-O- b -glucuronide) were isolated from the aerial parts of Thymus sipyleus subsp. sipyleus var. sipyleus and identified by spectroscopic methods. In vitro lipid peroxidation inhibition effects of the compounds were determined using TBA test method in a bovine brain liposome system. All compounds inhibited lipid peroxidation in various degrees except for ursolic acid. The order of the lipid peroxidation activities of luteolin and its glycosides were: Luteolin 7-O- b -glucuronide> luteolin 5-O- b -glucopyranoside> luteolin 7-O-(6”-feruloyl)- b -glucopyranoside > rosmarinic acid >luteolin. However, the activity order of the compounds was completely different in DPPH radical-scavenging activity. None of the compounds shows Fe chelating activity. The results were discussed based on their chemical structures and polarities.

Keywords: Thymus sipyleus subsp. sipyleus var. sipyleus; Lamiaceae; luteolin; luteolin glycosides, antioxidant activity.