Structure-activity relationships of trans-cinnamic acid derivatives on alpha-glucosidase inhibition |
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| Authors: | Adisakwattana Sirichai Sookkongwaree Kasem Roengsumran Sophon Petsom Amorn Ngamrojnavanich Nattaya Chavasiri Warinthorn Deesamer Sujitra Yibchok-anun Sirintorn |
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| Affiliation: | Department of Pharmacology, 39, Faculty of Veterinary Science, Chulalongkorn University, Bangkok 10330, Thailand. |
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| 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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