Role of Degradation Products of Chlorogenic Acid in the Antioxidant Activity of Roasted Coffee

Роль продуктов деградации хлорогеновой кислоты в антиоксидантной активности обжаренного кофе
Takayuki Shibamoto, Joon‐Kwan Moon, Masumi Kamiyama, Hae Won Jang
2015-02-06

2-methoxy-4-vinylphenol5-caffeoylquinic acid (5-CQA)chlorogenic acid degradationpyrocatecholroasting antioxidant formation
Antioxidant activities of brewed coffees prepared from six commercial brands ranged from 63.13 ± 1.01 to 96.80 ± 1.68% at the highest levels tested. Generally, the degree of antioxidant activity of the brewed coffee was inversely proportional to the total chlorogenic acid concentration. A sample obtained from the major chlorogenic acid, 5-caffeoylquinic acid (5-CQA), heated at 250 °C exhibited potent antioxidant activity (79.12 ± 2.49%) at the level of 10 μg/mL, whereas unheated 5-CQA showed only moderate antioxidant activity (44.41 ± 0.27%) at the level of 100 μg/mL. Heat produced relatively high levels of pyrocatechol (2,809.3 μg/g) and 2-methoxy-4-vinylphenol (46.4 μg/g) from 5-CQA, and their antioxidant activity levels were 76.57 ± 3.00 and 98.63 ± 0.01%, respectively. The results of the present study suggest that roasting degrades chlorogenic acids to form potent antioxidants and thus plays an important role in the preparation of high-antioxidant low-acid coffee.
1
Brewed coffees from six commercial brands showed antioxidant activities ranging 63.13 ± 1.01% to 96.80 ± 1.68% at highest tested levels.
2
Heating 5-caffeoylquinic acid (5-CQA) at 250 °C produced potent antioxidant activity (79.12 ± 2.49%) at 10 μg/mL, compared with unheated 5-CQA (44.41 ± 0.27%) at 100 μg/mL.
3
Overall antioxidant activity of brewed coffee was inversely proportional to total chlorogenic acid concentration.
4
Roasting degrades chlorogenic acids into more potent antioxidant compounds, contributing to high-antioxidant, low-acid coffee.
5
Thermal degradation of 5-CQA yielded high levels of pyrocatechol (2,809.3 μg/g) and 2-methoxy-4-vinylphenol (46.4 μg/g), which showed antioxidant activities of 76.57 ± 3.00% and 98.63 ± 0.01%, respectively.

Degradation products of chlorogenic acid formed during coffee roasting (e.g., pyrocatechol and 2-methoxy-4-vinylphenol)

Their contribution to the antioxidant activity of roasted/brewed coffee (potency and levels compared to parent 5-caffeoylquinic acid)

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2015-02-06
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Takayuki Shibamoto
Joon‐Kwan Moon
Masumi Kamiyama
Hae Won Jang
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