Problems of Forensic Sciences 2000 Vol. 43 (XLIII) 43-50

SALICYLAMIDE IN URINE AFTER INTAKE OF ACETYLSALICYLIC ACID DUE TO DEGRADATION OF SALICYLIC ACID CONJUGATES

Kurt BESSERER1, Detlef TIESS2, Maria KAŁA3
1Formerly Institute of Forensic Medicine, University in Tübingen, Tübingen, Germany
2Formerly Institute of Forensic Medicine, University in Rostock, Rostock, Germany
3Institute of Forensic Research, Cracow, Poland

Streszczenie
In addition to well-known acetylsalicylic acid (ASA) metabolites, salicylamide (SA) was detected in original or acidified urine samples taken from healthy persons after intake of ASA. SA was found in diethyl ether extracts of urine after samples alkalisation by ammonia solution. SA was identified by means of gas chromatography-mass spectrometry (GC/MS). Broader examinations showed that SA was detected in urine samples only after its alkalisation by ammonia solution. Using dimethyl-, diethyl- or dibutylamine for alkalisation in urine samples corresponding salicylic acid dialkylamides were detected. Analytical results lead to the conclusion that ester type salicylic acid glucuronide conjugates undergo degradation by hydrolytical amination to corresponding amides. This gives the possibility of a specific demonstration of the presence of ester type glucuronide conjugates. Further study will show if this reaction can be transferred to other active substances or other decomposition products with carboxyl groups.

Słowa kluczowe
Salicylamide; Salicylic acid; Degradation of glucuronide.

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