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咪唑并吡咯喹啉酯的合成及其醛糖还原酶抑制活性

Synthesis and aldose reductase-inhibitory activity of imidazopyrroloquinoline esters.

作者信息

Urakami T, Tanaka A, Tanimoto T, Niki E

机构信息

Biochemicals Division, Mitsubishi Gas Chemical Co., Tokyo, Japan.

出版信息

Chem Pharm Bull (Tokyo). 1996 Aug;44(8):1493-7. doi: 10.1248/cpb.44.1493.

DOI:10.1248/cpb.44.1493
PMID:8795268
Abstract

Derivatives of imidazopyrroloquinoline (IPQ) and its esters were synthesized. Some of these compounds potently inhibited aldose reductases of rabbit lens and dog kidney, as well as the human recombinant enzyme, though the coenzyme pyrroloquinoline quinone (PQQ) was a relatively poor inhibitor. The IPQ esters with a methyl substituent at the C-3 carboxyl group were less potent inhibitors than the analogs without esterification at this position. An IPQ ester with the free carboxyl group at C-3 inhibited sorbitol accumulation in rat red blood cells.

摘要

合成了咪唑并吡咯喹啉(IPQ)及其酯的衍生物。其中一些化合物能有效抑制兔晶状体和犬肾的醛糖还原酶以及人重组酶,尽管辅酶吡咯喹啉醌(PQQ)是一种相对较弱的抑制剂。在C-3羧基处带有甲基取代基的IPQ酯比该位置未酯化的类似物的抑制活性更低。在C-3处带有游离羧基的一种IPQ酯可抑制大鼠红细胞中的山梨醇积累。

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