Selhub J, Dhar G J, Rosenberg I H
J Clin Invest. 1978 Jan;61(1):221-4. doi: 10.1172/JCI108921.
Sulfasalazine (salicylazosulfapyridine), an agent widely used for the treatment of ileitis and colitis, is also a competitive inhibitor of intestinal folate transport (1, 2). The mechanism of action of sulfasalazine remains uncertain. To further explore the mechanism of sulfasalazine action, the interaction of the drug with the folate recognition site was tested with three enzymes: dihydrofolate reductase, methylenetetrahydrofolate reductase, and serine transhydroxymethylase, each catalyzing a reaction involving a different folate derivative. Each of these enzymes was inhibited by sulfasalazine in the same concentration range as that previously observed to inhibit intestinal folate transport; the kinetic data are consistent with a competitive mode of inhibition. Specificity of inhibition was demonstrated by the finding that the reduction of the pteridine ring of pteroylheptaglutamic acid by dihydrofolate reductase was subject to inhibition, whereas the hydrolysis of the gamma-glutamyl peptide side chain by chicken pancreas conjugase was not affected. These results are interpreted to indicate that sulfasalazine interferes with a folate recognition site which is common to these enzymes and to the intestinal transport system. Sulfasalazine, therefore, has certain properties of an antifolate drug.
柳氮磺胺吡啶(水杨酸偶氮磺胺吡啶)是一种广泛用于治疗回肠炎和结肠炎的药物,它也是肠道叶酸转运的竞争性抑制剂(1, 2)。柳氮磺胺吡啶的作用机制尚不确定。为了进一步探究柳氮磺胺吡啶的作用机制,用三种酶测试了该药物与叶酸识别位点的相互作用:二氢叶酸还原酶、亚甲基四氢叶酸还原酶和丝氨酸转羟甲基酶,每种酶催化一个涉及不同叶酸衍生物的反应。这些酶中的每一种都被柳氮磺胺吡啶抑制,其浓度范围与先前观察到的抑制肠道叶酸转运的浓度范围相同;动力学数据与竞争性抑制模式一致。通过以下发现证明了抑制的特异性:二氢叶酸还原酶对蝶酰庚谷氨酸蝶啶环的还原受到抑制,而鸡胰腺结合酶对γ-谷氨酰肽侧链的水解不受影响。这些结果被解释为表明柳氮磺胺吡啶干扰了这些酶和肠道转运系统共有的叶酸识别位点。因此,柳氮磺胺吡啶具有抗叶酸药物的某些特性。