Synthesis and evaluation of curcumin derivatives toward an inhibitor of beta-site amyloid precursor protein cleaving enzyme 1

被引：33

作者：

Konno, Hiroyuki ^{[1
]}

Endo, Hitoshi ^{[1
]}

Ise, Satomi ^{[1
]}

Miyazaki, Keiki ^{[1
]}

Aoki, Hideo ^{[1
]}

Sanjoh, Akira ^{[2
]}

Kobayashi, Kazuya ^{[3
]}

Hattori, Yasunao ^{[3
]}

Akaji, Kenichi ^{[3
]}

机构：

[1] Yamagata Univ, Grad Sch Sci & Technol, Dept Biochem Engn, Yonezawa, Yamagata 9928510, Japan

[2] Prot Wave Co, R&D Ctr, Nara 6310006, Japan

[3] Kyoto Pharmaceut Univ, Dept Med Chem, Yamashina Ku, Kyoto 6078412, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2014年 / 24卷 / 02期

关键词：

Curcumin; BACE1; Alzheimer's disease; Structure-activity relationship; X-RAY CRYSTALLOGRAPHY; BACE1; INHIBITORS; DESIGN; CLEAVAGE; P-1';

D O I：

10.1016/j.bmcl.2013.11.039

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

To research a new non-peptidyl inhibitor of beta-site amyloid precursor protein cleaving enzyme 1, we focused on the curcumin framework, two phenolic groups combined with an sp(2) carbon spacer for low-molecular and high lipophilicity. The structure-activity relationship study of curcumin derivatives is described. Our results indicate that phenolic hydroxy groups and an alkenyl spacer are important structural factors for the inhibition of beta-site amyloid precursor protein cleaving enzyme 1 and, furthermore, non-competitive inhibition of enzyme activity is anticipated from an inhibitory kinetics experiment and docking simulation. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：685 / 690

页数：6

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