Document Detail


Structure-activity relationships of trans-cinnamic acid derivatives on alpha-glucosidase inhibition.
MedLine Citation:
PMID:  15125954     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Sirichai Adisakwattana; Kasem Sookkongwaree; Sophon Roengsumran; Amorn Petsom; Nattaya Ngamrojnavanich; Warinthorn Chavasiri; Sujitra Deesamer; Sirintorn Yibchok-anun
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  14     ISSN:  0960-894X     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2004 Jun 
Date Detail:
Created Date:  2004-05-05     Completed Date:  2005-01-04     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  2893-6     Citation Subset:  IM    
Affiliation:
Department of Pharmacology, 39, Faculty of Veterinary Science, Chulalongkorn University, Bangkok 10330, Thailand.
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MeSH Terms
Descriptor/Qualifier:
Cinnamates / chemistry,  pharmacology*
Enzyme Inhibitors / chemistry,  pharmacology
Fungal Proteins
Inhibitory Concentration 50
Kinetics
Structure-Activity Relationship
alpha-Glucosidases / antagonists & inhibitors*
Chemical
Reg. No./Substance:
0/Cinnamates; 0/Enzyme Inhibitors; 0/Fungal Proteins; 621-82-9/cinnamic acid; EC 3.2.1.20/alpha-Glucosidases

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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