Angiotensin-Converting Enzyme Inhibitory Effects by Plant Phenolic Compounds: A Study of Structure Activity Relationships

被引：163

作者：

Al Shukor, Nadin ^{[1
,2
,3
]}

Van Camp, John ^{[2
]}

Gonzales, Gerard Bryan ^{[1
,2
,3
]}

Staljanssens, Dorien ^{[1
,2
]}

Struijs, Karin ^{[2
]}

Zotti, Moises J. ^{[1
,4
]}

Raes, Katleen ^{[3
]}

Smagghe, Guy ^{[1
]}

机构：

[1] Univ Ghent, Fac Biosci Engn, Dept Crop Protect, B-9000 Ghent, Belgium

[2] Univ Ghent, Fac Biosci Engn, Dept Food Safety & Food Qual, B-9000 Ghent, Belgium

[3] Univ Ghent, Fac Biosci Engn, Dept Ind Biol Sci, B-8500 Kortrijk, Belgium

[4] Univ Fed Santa Maria, Lab ChemoGen & Bioinformat, Dept Crop Protect, BR-97105900 Santa Maria, RS, Brazil

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 2013年 / 61卷 / 48期

关键词：

hypertension; angiotensin-converting enzyme; phenolic compounds; molecular docking; structure-activity relationship; FLAVONOIDS; PROTEIN; POLYPHENOLS; BRADYKININ; PEPTIDES; TANNINS; KIDNEY; SALIVA; ASSAY;

D O I：

10.1021/jf404641v

中图分类号：

S [农业科学];

学科分类号：

09 ;

摘要：

In this study, 22 phenolic compounds were investigated to inhibit the angiotensin-converting enzyme (ACE). Tannic acid showed the highest activity (IC50 = 230 mu M). The IC50 values obtained for phenolic acids and flavonoids ranged between 0.41 and 9.3 mM. QSAR analysis confirmed that the numbers of hydroxyl groups on the benzene ring play an important role for activity of phenolic compounds and that substitution of hydroxyl groups by methoxy groups decreased activity. Docking studies indicated that phenolic acids and flavonoids inhibit ACE via interaction with the zinc ion and this interaction is stabilized by other interactions with amino acids in the active site. Other compounds, such as resveratrol and pyrogallol, may inhibit ACE via interactions with amino acids at the active site, thereby blocking the catalytic activity of ACE. These structure function relationships are useful for designing new ACE inhibitors and potential blood-pressure-lowering compounds based on phenolic compounds.

引用

页码：11832 / 11839

页数：8

共 45 条

[1] Inhibition of angiotensin converting enzyme activity by flavanol-rich foods [J].