Nitrosation of N-Methyl Derivatives of Uric Acid and Their Transnitrosation Ability to N-Acetylcysteine
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- Suzuki Toshinori
- School of Pharmacy, Shujitsu University
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- Yamamoto Hiroshi
- School of Pharmacy, Shujitsu University
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- Pfleiderer Wolfgang
- Fachbereich Chemie, Universität Konstanz
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When 1,3-dimethyluric acid was treated with a nitric oxide donor, diethylamine NONOate, in an aerobic neutral solution and the reaction was analyzed by HPLC, 1,3-dimethyluric acid was consumed to yield a nitrosated derivative, which decomposed with a half-life of 17.9 min at pH 7.4 and 37 °C. When 1,3,7-trimethyluric acid was treated with diethylamine NONOate, no consumption of 1,3,7-trimethyluric acid was observed. However, in the reaction of N-acetylcysteine with diethylamine NONOate, the yield of N-acetyl-S-nitrosocysteine increased by the addition of 1,3,7-trimethyluric acid as well as 1,3-dimethyluric acid. For 1,3,7,9-tetramethyluric acid, no consumption in the reaction with diethylamine NONOate and no effect on the S-nitrosation were observed. These results suggest that 1,3-dimethyluric and 1,3,7-trimethyluric acids are both nitrosated by diethylamine NONOate on the nitrogen atom of their oxoimidazole ring, although the half-life of the nitrosated 1,3,7-trimethyluric acid is too short to detect by HPLC. Consequently, these two acids can act as vehicles of nitric oxide.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 58 (9), 1271-1275, 2010
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282679149591808
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- NII論文ID
- 130000324611
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 10796568
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
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