HYPOTENSIVE AND ANTINOCICEPTIVE EFFECTS OF ETHER-LINKED AND RELATIVELY NON-PUNGENT ANALOGS OF N-NONANOYL VANILLYLAMIDE

被引：43

作者：

CHEN, IJ ^{[1
]}

YANG, JM ^{[1
]}

YEH, JL ^{[1
]}

WU, BN ^{[1
]}

LO, YC ^{[1
]}

CHEN, SJ ^{[1
]}

机构：

[1] CHIA NAN COLL PHARM,DEPT PHARM,TAINAN 71710,TAIWAN

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 1992年 / 27卷 / 03期

关键词：

CAPSAICIN; HYPOTENSIVE ACTIVITY; ANTINOCICEPTIVE ACTIVITY; NON-PUNGENT ANALOGS;

D O I：

10.1016/0223-5234(92)90002-I

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

N-nonanoyl vanillylamide (1) is a synthetic substitute of capsaicin (2), a pungent principle in red pepper. 1 was reacted with succinic anhydride, 3-chloro-1,2-propanediol, sodium chloroacetate, and 2-chloroethanol to furnish N-nonanoyl vanillylamide-4-succinyl ester (3), N-nonanoyl vanillylamide-4-glyceryl ether (4), sodium N-nonanoyl vanillylamide-4-0-acetate (5) and N-nonanoyl vanillylamide-4-glycol ether (6), respectively. A 3,4-methylenedioxy derivative of 1, N-nonanoyl piperonylamide (7), was synthesized from piperonylamine HCl and nonanoyl chloride. The ether analogues 4-6 all demonstrated marked antinociceptive and hypotensive effects without producing any overt irritation. In addition, these compounds revealed no untoward vagus reflex or transient hypertensive effect as previously found in 1 or 2.

引用

页码：187 / 192

页数：6

共 18 条

[1]

FUJII T, 1986, ARCH INT PHARMACOD T, V280, P165

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