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Bioorg Med Chem Lett ; 14(11): 2893-6, 2004 Jun 07.
Article in English | MEDLINE | ID: mdl-15125954

ABSTRACT

trans-Cinnamic acid and its derivatives were investigated for the alpha-glucosidase inhibitory activity. 4-Methoxy-trans-cinnamic acid and 4-methoxy-trans-cinnamic acid ethyl ester showed the highest potent inhibitory activity among those of trans-cinnamic acid derivatives. The presence of substituents at 4-position in trans-cinnamic acid altered the alpha-glucosidase inhibitory activity. Increasing of bulkiness and the chain length of 4-alkoxy substituents as well as the increasing of the electron withdrawing group have been shown to decrease the inhibitory activity. 4-Methoxy-trans-cinnamic acid was a noncompetitive inhibitor for alpha-glucosidase, whereas, 4-methoxy-trans-cinnamic acid ethyl ester was a competitive inhibitor. These results indicated that trans-cinnamic acid derivatives could be classified as a new group of alpha-glucosidase inhibitors.


Subject(s)
Cinnamates/pharmacology , Glycoside Hydrolase Inhibitors , Cinnamates/chemistry , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/pharmacology , Fungal Proteins , Inhibitory Concentration 50 , Kinetics , Structure-Activity Relationship
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