Efficient synthesis and structure-activity relationship of honokiol, a neurotrophic biphenyl-type neolignan

被引：67

作者：

Esumi, T

Makado, G

Zhai, HF

Shimizu, Y

Mitsumoto, Y

Fukuyama, Y

机构：

[1] Tokushima Bunri Univ, Inst Pharmacognosy, Fac Pharmaceut Sci, Tokushima 7708514, Japan

[2] Otsuka Pharmaceut Co Ltd, Inst New Drug Res 2, Tokushima 7710192, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2004年 / 14卷 / 10期

关键词：

D O I：

10.1016/j.bmcl.2004.02.067

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Honokiol, a biphenyl-type neolignan, which shows the remarkable neurotrophic effect in primary cultured rat cortical neurons, has been effectively synthesized in 21% yield over 14 steps starting from 5-bromosalicylic acid and p-hydroxybenzoic acid by utilizing Pd-catalyzed Suzuki-Miyaura coupling reaction as a key step. Additionally, the structure-activity relationship between neurite outgrowth-promoting activity and its O-methylated and/or its hydrogenated analogues was examined in the primary cultures of fetal rat cortical neurons, suggesting that 5-allyl and T-hydroxyl groups are essential for affecting the neurotrophic activity of honokiol. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2621 / 2625

页数：5

共 17 条

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