Chia Nan University of Pharmacy & Science Institutional Repository:Item 310902800/23271
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    Title: Hypotensive and antinociceptive effects of ether-linked and relatively non-pungent analogues of N-nonanoyl vanillylamide
    Authors: IJ Chen
    JM Yang
    JL Yeh
    BN Wu
    YC Lo
    SJ Chen
    Keywords: capsaicin
    hypotensive activity
    antinociceptive activity
    non-pungent analogues
    Date: 1992
    Issue Date: 2010-11-29 10:38:41 (UTC+8)
    Abstract: N-nonanoyl vanillylamide (1) is a synlhetic 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-O-acetate (5) and N-nonanoyl vanillylamide-4-glyceryl ether (6), respectively. A 3,4-methylenedioxy derivative of 1, N-nonanoyl piperonylamide (7), was synthesized form piperonylamine HCl and nonaoyl 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.
    Appears in Collections:[Chna Nan Annual Bulletin] Vol.18 (1992)

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