Inhibitory effects of plant phenols on the activity of selected enzymes.
Selected enzymes (alpha-amylase, trypsin, and lysozyme) were allowed to react with some simple phenolic and related compounds (caffeic acid, chlorogenic acid, ferulic acid, gallic acid, m-, o-, and p-dihydroxybenzenes, quinic acid, and p-benzoquinone). The derivatized enzymes obtained were characterized in terms of their activity. In vitro experiments showed that the enzymatic activity of the derivatives was adversely affected. This enzyme inhibition depended on the reactivity of the phenolic and related substances tested as well as on the kind of substrate applied. The decrease in the activity was accompanied by a reduction in the amount of free amino and thiol groups, as well as tryptophan residues, which resulted from the covalent attachment of the phenolic and related compounds to these reactive nucleophilic sites in the enzymes. The enzyme inhibition correlates well with the blocking of the mentioned amino acid side chains.
Rohn
Sascha
S
Institute of Nutritional Science, University of Potsdam, A.- Scheunert Allee 114-116, D-14558 Bergholz-Rehbruecke, Germany.
Rawel
Harshadrai M
HM
Kroll
Jürgen
J
D016227:Benzoquinones / Q000494:pharmacology; D002109:Caffeic Acids / Q000494:pharmacology; D002726:Chlorogenic Acid / Q000494:pharmacology; D003373:Coumaric Acids / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000494:pharmacology; D005707:Gallic Acid / Q000494:pharmacology; D006873:Hydroquinones / Q000494:pharmacology; D009113:Muramidase / Q000037:antagonists & inhibitors / Q000737:chemistry / Q000378:metabolism*; D010636:Phenols / Q000737:chemistry / Q000494:pharmacology*; D010944:Plants / Q000737:chemistry*; D011801:Quinic Acid / Q000494:pharmacology; D014357:Trypsin / Q000737:chemistry / Q000378:metabolism*; D014361:Trypsin Inhibitors / Q000494:pharmacology; D000516:alpha-Amylases / Q000037:antagonists & inhibitors / Q000737:chemistry / Q000378:metabolism*
D016227:Benzoquinones; D002109:Caffeic Acids; D003373:Coumaric Acids; D004791:Enzyme Inhibitors; D006873:Hydroquinones; D010636:Phenols; D014361:Trypsin Inhibitors; D011801:Quinic Acid; D002726:Chlorogenic Acid; C004532:quinone; D005707:Gallic Acid; C004999:ferulic acid; D000516:alpha-Amylases; D009113:Muramidase; D014357:Trypsin; C040048:caffeic acid