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Absorption of N -phenylpropenoyl-L-amino acids in healthy humans by oral administration of cocoa ( Theobroma cacao )

Absorption of N -phenylpropenoyl-L-amino acids in healthy humans by oral administration of cocoa ( Theobroma cacao ),10.1002/mnfr.200700447,Molecular

Absorption of N -phenylpropenoyl-L-amino acids in healthy humans by oral administration of cocoa ( Theobroma cacao )  
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cocoa consumption. The highest absolute amount of NPAs excreted with the urine was found for N- (49-hydroxy-(E)-cinnamoyl)-L-aspartic acid (5), but the highest recovery rate (57.3 and 22.8%), that means the percentage amount of ingested amides excreted with the urine, were determined for N-(49- hydroxy-(E)-cinnamoyl)-L-glutamic acid (6) and N-(49-hydroxy-39-methoxy-(E)-cinnamoyl)-L-tyro- sine (13). In order to gain first insights into the NPA metabolism in vivo, urine samples were analyzed by LC-MS/MS before and after b-glucuronidase/sulfatase treatment. As independent of the enzyme treatment the same NPA amounts were found in urine, there is strong evidence that these amides are metabolized neither via their O-glucuronides nor their O-sulfates. In order to screen for caffeic acid O-glucuronides as potential NPA metabolites, urine samples were screened by means of LC-MS/MS for caffeic acid 3-O-b-D-glucuronide and 4-O-b-D-glucuronide. But not even trace amounts of one of these glucuronides were detectable, thus excluding them as major NPA metabolites and underlining the importance of future investigations on a potential O-methylation or reduction of the N-phenylpro- penoyl moiety in NPAs.
Journal: Molecular Nutrition & Food Research - MOL NUTR FOOD RES , vol. 52, no. 10, pp. 1201-1214, 2008
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