人身体内形成的磺胺二甲氧嘧啶葡糖醛酸化物的结构。
The structure of the glucuronide of sulphadimethoxine formed in man.
作者信息
Bridges J W, Kibby M R, Williams R T
出版信息
Biochem J. 1965 Sep;96(3):829-36. doi: 10.1042/bj0960829.
Abstract
- The major metabolite of 2,4-dimethoxy-6-sulphanilamidopyrimidine (sulphadimethoxine) in urine in man is a non-reducing glucuronide, which has been isolated and characterized as its S-benzylthiouronium salt. 2. The same compound was made synthetically by standard methods from sodium sulphadimethoxine and methyl 2,3,4-tri-O-acetyl-1-bromoglucuronate. 3. On hydrolysis with acid, the glucuronide yielded sulphanilic acid, glucuronic acid and barbituric acid, and with beta-glucuronidase it slowly yielded sulphadimethoxine and glucuronic acid. 4. Evidence based on infrared spectra and other data showed that the urinary and synthetic glucuronide was 1-deoxy-1-[N(1)'-(2'',4''-dimethoxypyrimidin-6'' -yl)sulphanilamido-beta-d-glucosid]uronic acid or sulphadimethoxine N(1)-glucuronide. 5. N(1)-Methyl- and N(ring)-methyl derivatives of sulphadimethoxine and 4-methoxy-6-sulphanilamidopyrimidine were prepared and their infrared and ultraviolet spectra determined for comparison.
摘要
- 人尿中2,4-二甲氧基-6-磺胺嘧啶（磺胺二甲氧嘧啶）的主要代谢产物是一种非还原性葡糖醛酸苷，已将其分离并鉴定为其S-苄基硫脲鎓盐。2. 用标准方法由磺胺二甲氧嘧啶钠和2,3,4-三-O-乙酰基-1-溴葡糖醛酸甲酯合成了相同的化合物。3. 该葡糖醛酸苷用酸水解时，产生对氨基苯磺酸、葡糖醛酸和巴比妥酸，用β-葡糖醛酸酶水解时，缓慢产生磺胺二甲氧嘧啶和葡糖醛酸。4. 基于红外光谱和其他数据的证据表明，尿中的和合成的葡糖醛酸苷是1-脱氧-1-[N(1)'-(2'',4''-二甲氧基嘧啶-6''-基)磺胺氨基-β-D-葡糖苷]糖醛酸或磺胺二甲氧嘧啶N(1)-葡糖醛酸苷。5. 制备了磺胺二甲氧嘧啶和4-甲氧基-6-磺胺嘧啶的N(1)-甲基和N(环)-甲基衍生物，并测定了它们的红外光谱和紫外光谱以供比较。
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