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

被引：107

作者：

Adisakwattana, S

Sookkongwaree, K

Roengsumran, S

Petsom, A

Ngamrojnavanich, N

Chavasiri, W

Deesamer, S

Yibchok-Anun, S ^{[1
]}

机构：

[1] Chulalongkorn Univ, Fac Vet Med, Dept Pharmacol, Bangkok 10330, Thailand

[2] Chulalongkorn Univ, Fac Sci, Dept Chem, Res Ctr Bioorgan Chem, Bangkok 10330, Thailand

[3] Chulalongkorn Univ, Fac Sci, Dept Chem, Nat Prod Res Unit, Bangkok 10330, Thailand

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2004年 / 14卷 / 11期

关键词：

cinnamic acid; glucosidase; structure;

D O I：

10.1016/j.bmcl.2004.03.037

中图分类号：

R914 [药物化学];

学科分类号：

100701 [药物化学];

摘要：

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. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2893 / 2896

页数：4

共 20 条

[1]

Inhibition of α-glucosidase by oleanolic acid and its synthetic derivatives [J].