Literature DB >> 15125954

Structure-activity relationships of trans-cinnamic acid derivatives on alpha-glucosidase inhibition.

Sirichai Adisakwattana1, Kasem Sookkongwaree, Sophon Roengsumran, Amorn Petsom, Nattaya Ngamrojnavanich, Warinthorn Chavasiri, Sujitra Deesamer, Sirintorn Yibchok-anun.   

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.

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Year:  2004        PMID: 15125954     DOI: 10.1016/j.bmcl.2004.03.037

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  11 in total

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Journal:  Nutrients       Date:  2017-02-21       Impact factor: 5.717

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10.  1-Deoxynojirimycin (DNJ) Ameliorates Indomethacin-Induced Gastric Ulcer in Mice by Affecting NF-kappaB Signaling Pathway.

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