Reaction Products of Sulfamethazine and Sodium Nitrite in Swine Muscle Tissues
Other Title
豬肉中磺胺二甲嘧啶與亞硝酸鈉反應產物之研究
Journal
Taiwan Journal of Agricultural Chemistry and Food Science
Journal Volume
43
Journal Issue
4
Start Page
233
End Page
240
Date Issued
2005
Author(s)
洪蘭心
Abstract
Sulfamethazine (SMZ) is an effective animal drug and is extensively used to treat acute and chronic bacteria infections and to enhance growth in swine. Residual SMZ in animal muscle tissues could react with sodium nitrite during further processing. This study investigated reaction products of SMZ and sodium nitrite in different reaction matrices including in vitro conditions, spiked and incurred in swine muscle tissues. Results from the in vitro study indicated that sodium nitrite and SMZ reacted and produced yellow precipitates under acid conditions. Three major reaction products were detected in the precipitates with molecular weights of 503, 556, and 567, respectively. The compound with molecular mass 567 could be l, 3-di-(4-[N-(4, 6-dimethyl-2-pyrimidinyl)] sulphamoyl-phenyl)-triazen. Three major compounds were detected in the supernatant of the reaction mixture, with molecular weights 307, 279, and 263, respectively. Those could be 4-diazohydroxy-N-(4, 6-dimethyl-2-pyrimidinyl) benzene-sulfonamide, 4-hydroxy-N-(4, 6-dimethyl-2-pyrimidinyl) benzene-sulfonamide, and desaminosulfamethazine, respectively. Only the molecular weight 279 and the molecular weight 263 compounds were detected in the reaction supernatant of the SMZ-spiked swine muscle tissues. Only the molecular weight 263 compound was detected in the reaction supernatant of the SMZ-incurred swine muscle tissues. Possible mechanisms for deriving these compounds were proposed.
磺胺二甲嘧啶(sulfamethazine，SMZ)為一種有效，且常被使用於治療豬隻的急、慢性疾病以及增進其生長之藥品。豬肉中殘留之SMZ在二次加工中可能會與食品添加物中的亞硝酸鈉反應。本論文在分析探討SMZ與亞硝酸鈉在不同介質中的反應產物；包括在試管中、在豬肉中添加(spiked)SMZ、與豬肉中殘留(incurred)SMZ等情況。試管試驗結果顯示：亞硝酸鈉與SMZ在酸性條件下會反應產生黃色沉澱，此沉澱經質譜儀鑑定得知含有三個分子量分別為503、556及567之產物，其中分子量為567的化合物，可能是l,3-di-(4-[N-(4,6-dimethyl-2-pyrimidinyl)]sulphamoyl-phenyl)triazene。反應後之上清液亦有三個主要產物，其分子量分別為307、279及263，分別可能是4-diazohydroxy-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide、4-hydroxy-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide及脫胺磺胺二甲嘧啶(desaminosulfamethazine)。在豬肉中添加SMZ部分之試驗結果，產生分子量為279及263的化合物。豬肉中殘留(incurred)SMZ部分之試驗，則只有分子量為263之主要產物。文中亦提出這些產物產生之可能機制。
Subjects
Sulfamethazine
Sodium nitrite
Swine muscle tissues
Reaction products
磺胺二甲嘧啶
亞硝酸鈉
豬肉
反應產物
Type
journal article