Hayes A G, Oxford A, Reynolds M, Shingler A H, Skingle M, Smith C, Tyers M B
Life Sci. 1984 Mar 26;34(13):1241-8. doi: 10.1016/0024-3205(84)90546-0.
A series of capsaicin analogues have been synthesized in an attempt to try to separate the antinociceptive properties of capsaicin from its hypothermic effects. In capsaicin analogues with an unbranched alkyl side-chain of varying length, maximum antinociceptive and hypothermic activity was achieved with a chain length of 8-9 C atoms. Decreasing the chain length decreased both parameters equally. Substitution in the aromatic ring abolished activity. Several compounds related to homovanilloyl dodecylamide, an analogue of capsaicin in which the acylamide linkage is reversed, produced some antinociceptive activity without concomitant hypothermia, but the maximum antinociceptive effect achieved was very small. In the present series of capsaicin analogues good antinociception without hypothermia was not found.
人们合成了一系列辣椒素类似物，试图将辣椒素的抗伤害感受特性与其降温作用区分开来。在具有不同长度直链烷基侧链的辣椒素类似物中，当链长为8 - 9个碳原子时，可达到最大抗伤害感受和降温活性。链长缩短会使这两个参数同等程度降低。芳香环上的取代会消除活性。几种与高香草酰十二烷基酰胺相关的化合物（辣椒素的一种类似物，其中酰胺键是反向的）产生了一些抗伤害感受活性，且没有伴随的体温降低，但所达到的最大抗伤害感受效果非常小。在本系列辣椒素类似物中，未发现无体温降低的良好抗伤害感受作用。
