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New Phenolic Compounds from <i>Coreopsis tinctoria</i> Nutt. and Their Antioxidant and Angiotensin I-Converting Enzyme Inhibitory Activities

Wei WangKey Laboratory of Food Processing and Quality Control, College of Food Science and Technology, Nanjing Agricultural University, Nanjing 210095, People’s Republic ChinaWei ChenCollege of Food Science and Pharmacy, Xinjiang Agricultural University, Urumqi, People’s Republic ChinaYingshi YangCollege of Food Science and Pharmacy, Xinjiang Agricultural University, Urumqi, People’s Republic ChinaTianxing LiuKey Laboratory of Food Processing and Quality Control, College of Food Science and Technology, Nanjing Agricultural University, Nanjing 210095, People’s Republic ChinaHaiyan YangCollege of Food Science and Pharmacy, Xinjiang Agricultural University, Urumqi, People’s Republic ChinaZhihong XinKey Laboratory of Food Processing and Quality Control, College of Food Science and Technology, Nanjing Agricultural University, Nanjing 210095, People’s Republic China

2014en

ABI

Annotatsiya

Three new phenolic compounds, coretinphenol (1), coretincone (2), and coretinphencone (3), were isolated from the buds of Coreopsis tinctoria Nutt., together with nine known compounds, including butein (4), okanin (5), isoliquiritigenin (6), maritimetin (7), taxifolin (8), isookanin (9), marein (10), sachalinoside B (11), and 2-phenylethyl-β-d-glucoside (12). The chemical structures of these compounds were elucidated by extensive spectroscopic analysis and on the basis of their chemical reactivity. This work represents the first recorded example of the isolation of compounds 1–3, 6, 7, 9, 11, and 12 from C. tinctoria. Compounds 5–9 showed strong diphenyl(2,4,6-trinitrophenyl)iminoazanium (DPPH) radical-scavenging activity, with IC50 values of 3.35 ± 0.45, 9.6 ± 2.32, 4.12 ± 0.21, 6.2 ± 0.43, and 7.9 ± 0.53 μM, respectively. Compounds 2 and 8 exhibited angiotensin I-converting enzyme inhibitory activity, with IC50 values of 228 ± 4.47 and 145.67 ± 3.45 μM, respectively. The activities of phenolic compounds isolated from C. tinctoria support the medicinal use of this plant in the prevention of cardiovascular diseases.

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DOI: 10.1021/jf504289g

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