Acheson R M, Nwankwo J O
Xenobiotica. 1984 Nov;14(11):877-83. doi: 10.3109/00498258409151486.
A number of N-hydroxylated indole derivatives have been fed to rats and the urinary metabolites compared with those obtained on feeding the corresponding N-H indoles. 1-Methoxy- and 1-acetoxy-indole were metabolized to compounds normally observed on feeding indole. 1-Hydroxy- and 1-methoxy-indole-3-carboxylic acids were both partially excreted unchanged and reduced to indole-3-carboxylic acid which was excreted along with its glucuronide. Indole-3-glyoxylic acid and its 1-methoxy derivative were excreted almost entirely unchanged. 1-Hydroxyindole-3-glyoxylic acid was mostly excreted unchanged, but some reduction to indole-3-glyoxylic acid took place. The stability of these acids is associated with their low pKa values. The significance of the removal in vivo of groups attached through oxygen to the 1 position of indoles in relation to the synthesis of new potential medicinal agents is noted.
已将多种N-羟基化吲哚衍生物喂给大鼠，并将其尿液代谢产物与喂食相应N-H吲哚时获得的代谢产物进行比较。1-甲氧基吲哚和1-乙酰氧基吲哚代谢为喂食吲哚时通常观察到的化合物。1-羟基吲哚-3-羧酸和1-甲氧基吲哚-3-羧酸部分以原形排泄，部分还原为吲哚-3-羧酸，并与其葡糖醛酸苷一起排泄。吲哚-3-乙醛酸及其1-甲氧基衍生物几乎完全以原形排泄。1-羟基吲哚-3-乙醛酸大多以原形排泄，但有一些还原为吲哚-3-乙醛酸。这些酸的稳定性与其低pKa值有关。注意到体内吲哚1位通过氧连接的基团的去除对于新的潜在药物合成的意义。
