scholarly journals The urinary aromatic acids excreted by sheep given S24 perennial ryegrass cut at six stages of maturity

1970 ◽  
Vol 24 (4) ◽  
pp. 943-959 ◽  
Author(s):  
A. K. Martin
Keyword(s):  
Benzoic Acid ◽  
Urinary Excretion ◽  
Perennial Ryegrass ◽  
Phenylacetic Acid ◽  
Shikimic Acid ◽  
Acid Output ◽  
Quinic Acid ◽  
Aromatic Acids ◽  
Exponential Relationship ◽  
Liquid Chromatographic

1. S 24 perennial ryegrass was harvested at six stages of its growth from young leafy herbage to mature grass in which the seed had shed.2. Two sheep were offered 1kg/d of each cut and two other sheep were offered 750 g/d of each cut of grass.3. The contents of some possible precursors of the urinary aromatic acids excreted by sheep, namely, shikimic acid, quinic acid, chlorogenic acid, total o-dihydroxyphenolic compounds, lignin and crude protein were determined in each cut of grass.4. A gas-liquid chromatographic method for the determination of the aromatic acids present in light petroleum extracts of urine was developed.5. The urinary excretion of creatinine, diethyl ether-soluble acids, hippuric acid, total benzoic, phenylacetic and phenylpropionic acids, and the apparent digestibilities of nitrogen, lignin and dry matter were determined with each sheep offered each cut of grass.6. The quantity of the various aromatic acid fractions excreted by sheep decreased as the maturity of the herbage increased and was directly proportional to the amount of food consumed.7. No relationship was found between the intake of possible benzoic acid precursors and the urinary excretion of benzoic acid. With diets of young herbage, smaller amounts of benzoic acid were excreted in the urine than would be predicted from the intakes of the precursors studied, and with mature herbage greater amounts were excreted than would be predicted.8. Possible reasons for these results are discussed, and the nature of additional precursors of urinary aromatic acids excreted by sheep given mature herbages are considered.9. Urinary excretion of phenylacetic acid varied with diet in a manner which closely followed the intake of apparently digestible nitrogen. A highly significant (P < 0.001) exponential relationship was found between these two variables; it was log10 E = 0.05 N –0.63, where E is the urinary phenylacetic acid output (g/kg food) and N the intake of apparently digestible nitrogen (g/kg food).

scholarly journals The urinary excretion of aromatic acids by starved sheep

1969 ◽  
Vol 23 (3) ◽  
pp. 715-725 ◽  
Author(s):  
A. A. Martin
Keyword(s):  
Benzoic Acid ◽  
Urinary Excretion ◽  
Diethyl Ether ◽  
Hippuric Acid ◽  
Phenylacetic Acid ◽  
Acid Output ◽  
Light Petroleum ◽  
Aromatic Acids ◽  
Exogenous Origin ◽  
Almost All

1. Four wether sheep were maintained on a diet of hay for 2 weeks and then starved for a period of 4 days.2. Immediately before and during starvation the urinary excretion in the following fractions was determined: hippuric acid, creatinine, total diethyl ether-soluble acids of hydrolysed and unhydrolysed urine, total aromatic acids in hydrolysed and unhydrolysed urine and the proportion of the former present as benzoic and phenylacetic acids.3. A method for determining the benzoic acid content of light petroleum extracts of urine has been developed and is described.4. Starvation had little effect on the urinary excretion of phenylacetic acid or creatinine, but during the first 2 days of starvation there were large decreases in the excretion of all the other urinary fractions studied.5. Of the fractions examined, 43% of the diethyl ether-soluble acids of hydrolysed urine and 42% of those of unhydrolysed urine were of exogenous origin; 76% of the total urinary aromatic acids were of exogenous origin. Partition of the aromatic acids in the urine of two of the four sheep indicated that the reduction in aromatic acid excretion on starvation was completely accounted for by the decline in benzoic acid output. Almost all the hippuric acid (97%) was of exogenous origin.6. These results have been compared with the urinary output of aromatic acids by nonruminants when fasted, and possible reasons for the relatively large amounts of phenylacetic acid found in the urine of starved sheep have been discussed.

scholarly journals Urinary aromatic acid excretion by fed and fasted sheep in relation to protein metabolism in the rumen

1973 ◽  
Vol 30 (2) ◽  
pp. 251-267 ◽  
Author(s):  
A. K. Martin
Keyword(s):  
Benzoic Acid ◽  
Urinary Excretion ◽  
Phenylacetic Acid ◽  
Acid Output ◽  
Starvation Period ◽  
Regression Equations ◽  
Abomasal Infusion ◽  
Prolonged Retention ◽  
Field Beans

1. Two adult wether sheep were maintained on a diet of hay and two on a diet of dried grass for 3 weeks before starvation for a period of 10 d. Urinary excretion of the following acids was determined when the animals were fed and when they were fasted: total diethyl ethersoluble acids of hydrolysed and unhydrolysed urine, hippuric acid, benzoic acid and phenylacetic acid. By the 5th day of fasting, urinary output of all acids had attained stable levels that did not change during the remaining starvation period. The output of all urine fractions except phenylacetic acid declined rapidly during the first 4 d of fasting: phenylacetic acid output by all sheep increased to a maximum during the first 4 d of fast and then declined to stable values (0·42–0·73 g/24 h) which were greater than those observed when the sheep were fed. It is concluded that prolonged retention of food and microbial residues in the digestive tract is responsible for the large output of phenylacetic acid in the urine of fasted sheep.2. Solutions of casein which supplied between 6·3. and 26·5 g nitrogen/24 h were infused into the rumens (fifteen experiments) or abomasums (sixteen experiments) of eight adult wether sheep. Ruminal infusions of casein caused increments in the urinary excretion of diethyl ethersoluble acids and phenylacetic acid. Both these increments were described by linear regression equations (P < 0·001), the coefficients of which showed that 284 ± 44 and 220 ± 21 mg benzoic acid equivalent were excreted as diethyl ether-soluble acids and phenylacetic acid respectively per g casein N infused. The phenylacetic acid excreted was equivalent to 95% of the phenylalanine of the infused casein. No increments in urinary benzoic acid were observed. One sheep scoured when it was given an abomasal infusion of casein. This was the only animal to show any increment in urinary aromatic acids when casein was infused into the abomasum.3. When four sheep were given two rations containing an excess of carbohydrate as sugarbeet pulp or rolled barley, 11 and 16% respectively of their phenylalanine intakes were excreted in the urine as phenylacetic acid. When the same sheep were given two rations containing an excess of N as linseed meal or field beans, 51 and 59% respectively of their phenylalanine intakes appeared in the urine as phenylacetic acid.4. Methods for the determination of creatinine, and of benzoic, phenylacetic, 3-phenylpropionic, cinnamic, hippuric and phenaceturic acids are described.5. It is suggested that the amount of phenylacetic acid excreted in the urine is a measure of the equilibrium occurring in the rumen between catabolism of phenylalanine and reutilization of the products of catabolism for phenylalanine synthesis.

scholarly journals The origin of urinary aromatic compounds excreted by ruminants 1. The metabolism of quinic, cyclohexanecarboxylic and non-phenolic aromatic acids to benzoic acid

1982 ◽  
Vol 47 (1) ◽  
pp. 139-154 ◽  
Author(s):  
A. K. Martin
Keyword(s):  
Benzoic Acid ◽  
Cinnamic Acid ◽  
Phenylacetic Acid ◽  
Rumen Fluid ◽  
Acid Output ◽  
The Body ◽  
Urinary Output ◽  
Aromatic Acids ◽  
Phenylpropionic Acid ◽  
Cyclohexanecarboxylic Acid

1. The contribution of dietary constituents to the large urinary output of benzoic acid characteristic of ruminants and some herbivores is not well understood.2. Methods for the analysis of quinic, cyclohexanecarboxylic, benzoic, phenylacetic, 3-phenylpropionic and cinnamic acids in urine and in rumen fluids were developed.3. The urinary output of aromatic acids by sheep given seven rations was determined: benzoic acid output varied between 2·8 and 7·8 g/d; phenylacetic acid output between 0·16 and 1·3 g/d; cinnamic acid between 0·08 and 0·25 g/d and small amounts of 3-phenylpropionic acid were found in some samples.4. Increments in urinary aromatic acid excretion were determined when the acids listed in paragraph 2 were infused via rumen or abomasal cannulas.5. When cyclohexanecarboxylic acid was infused 40% of the dose was excreted as urinary benzoic acid after either route of infusion. Quinic acid was completely metabolized in the rumen: following rumen infusion between 16 and 53% of the infused acid was recovered as urinary benzoic acid; none was so recovered after abomasal infusion.6. Urinary recoveries of rumen- and abomasally-infused aromatic acids were: benzoic acid 90 and 88% respectively as benzoic acid, phenylacetic acid 78 and 83% respectively as phenylacetic acid, 3-phenylpropionic acid 96 and 105% respectively as benzoic acid and cinnamic acid, 70 and 70% respectively as benzoic acid.7. The concentration of aromatic acids in rumen fluid varied with time after feeding: cyclohexanecarboxylic acid was maximal (7 mg/l) 1 h after feeding, benzoic acid was always a minor component (0·5 ± 0·5 mg/l), phenylacetic acid varied between 0 and 35 mg/1 and 3-phenylpropionic acid between 25 and 47 mg/l. Cinnamic acid was not found in rumen fluid but on rumen infusion of this acid the concentration of 3-phenylpropionic acid in rumen fluid increased by 10 mg/l rumen fluid per g infused per d.8. The incomplete metabolism of quinic and cyclohexanecarboxylic acids to urinary benzoic acid is discussed. It is concluded that the principal dietary precursors of urinary benzoic acid in ruminants are compounds yielding 3-phenylpropionic acid on microbial fermentation in the rumen. The small amount of cinnamic acid characteristic of ruminant urine arises as an intermediate in the β-oxidation of 3-phenylpropionic acid in the body tissues.

scholarly journals The origin of urinary aromatic compounds excreted by ruminants

1983 ◽  
Vol 49 (1) ◽  
pp. 87-99 ◽  
Author(s):  
A. K. Martin ◽  
J. A. Milne ◽  
P. Moberly
Keyword(s):  
Dry Matter ◽  
Phenylacetic Acid ◽  
Acid Output ◽  
Calluna Vulgaris ◽  
Aromatic Acids ◽  
Rumen Degradation ◽  
Linear Relationships ◽  
Order Of Magnitude ◽  
Voluntary Intake ◽  
The Relationship

1. Studies were made of the extent to which p-cresol, catechol, quinol and orcinol infused through rumen or abomasal cannulas to sheep were recovered in their urine.2. Rumen fermentation of dietary phenolic compounds caused the excretion of simple phenols in the urine. In decreasing order of magnitude these were: p-cresol, catechol, phenol and 4-methylcatechol with only traces of quinol and orcinol.3. The percentages of rumen-infused p-cresol or orcinol recovered as increments in the urinary phenol outputs of sheep (94 and 99% respectively) following infusion showed that rumen degradation of these phenols was negligible.4. After rumen infusion of catechol and quinol, mean recoveries of these phenols in urine were only 55 and 77% respectively. Possible reasons for these incomplete recoveries are discussed.5. Studies were also made of the use of the urinary phenol output of phenols characteristic of particular forages as indices of their voluntary intake by sheep. Calluna vulgaris L. (Hull) (heather) may contain 1300–3600 mg/kg dry matter (DM) of orcinol and 200–800 mg/kg DM of quinol as β-glycosides. When heather was offered ad lib. to sheep given one of five levels of grass, linear relationships were found between heather intake and urinary quinol and orcinol outputs.6. The urinary output of aromatic acids was also determined when sheep ate grass and heather. Urinary phenylacetic acid output was linearly related to grass but not to heather intake. The relationship between urinary phenylacetic acid output and grass intake could vary with different forages but that between orcinol output and heather intake was considered a useful index of heather intake.7. Methods for the assay of urine phenols are discussed.

Application of an LC-MS/MS Method to a Urinary Excretion Study of Triflusal and its Main Metabolite 2-hydroxy-4-trifluoromethyl Benzoic Acid in Human Urine

2020 ◽  
Vol 16 (3) ◽  
pp. 328-334
Author(s):  
Jie Ge ◽  
Jin-Wen Wang ◽  
Qi-Yan Guo ◽  
Ai-Dong Wen
Keyword(s):  
Benzoic Acid ◽  
Urinary Excretion ◽  
Human Urine ◽  
Multiple Reaction Monitoring ◽  
Main Metabolite ◽  
Linear Relationships ◽  
Pharmacokinetic Properties ◽  
Liquid Chromatography Tandem Mass ◽  
Excretion Study ◽  
Acetate Aqueous Solution

Objective: A validated liquid chromatography-tandem mass spectrometry method (LCMS/ MS) was established to simultaneously determine the concentration of triflusal and its main metabolite 2-hydroxy-4-trifluoromethyl benzoic acid(HTB) in human urine. Methods: The separation was performed on a Dikma C18 column using isocratic elution with acetonitrile-4 mmol/L ammonium acetate aqueous solution containing 0.3 % formic acid water (78: 28, V/V). The method involved extraction with methanol using protein precipitation. The precursor-toproduct ion transitions with multiple reaction monitoring was m/z 247.1→161.1, 204.8→106.7and 136.9→93.0 for triflusal, HTB and salicylic acid(IS), respectively. The method showed good linear relationships over the ranges of 0.08 to 48 μg/mL and0.5 to 50 μg/mL. Results: It was the first time that a urinary excretion study of triflusal capsule as oral. The cumulative urinary recovery showed 8.5% and 2.7% for triflusal and HTB, respectively. Conclusion: This method was successfully used for evaluating the pharmacokinetic properties of triflusal and HTB in urine in Chinese healthy subjects.

THE IONIZATION CONSTANTS OF p-NITROPHENYLACETIC AND PHENYLMALONIC ACIDS

1933 ◽  
Vol 8 (5) ◽  
pp. 447-449 ◽  
Author(s):  
Steward Basterfield ◽  
James W. Tomecko
Keyword(s):  
Benzoic Acid ◽  
Nitro Group ◽  
Malonic Acid ◽  
Phenylacetic Acid ◽  
Ionization Constants ◽  
Side Chain ◽  
Cooh Group ◽  
Conductivity Data ◽  
Nitrobenzoic Acid ◽  
Phenylmalonic Acid

The ionization constants of p-nitrophenylacetic and phenylmalonic acids have been determined from conductivity data. The value of K for p-nitrophenylacetic acid at 25 °C. is 1.04 × 10−4, about twice that of phenylacetic acid. The nitro group in the nucleus has not as powerful an effect on the ionization when the COOH group is in the side chain as it has when both nitro group and COOH are in the nucleus. K for p-nitrobenzoic acid is six times as great as K for benzoic acid. K for phenylmalonic acid is 2. 77 × 10−3 as compared with 1.6 × 10−3 for malonic acid.

Extraction of Organic Acids by Ion-Pair Formation with Tri-n-Octylamine. Part V. Simultaneous Determination of Synthetic Dyes, Benzoic Acid, Sorbic Acid, and Saccharin in Soft Drinks and Lemonade Syrups

1984 ◽  
Vol 67 (5) ◽  
pp. 880-885 ◽  
Author(s):  
Marc L Puttemans ◽  
Louis Dryon ◽  
Désiré L Massart
Keyword(s):  
Benzoic Acid ◽  
Sorbic Acid ◽  
Sodium Perchlorate ◽  
Soft Drinks ◽  
Synthetic Dyes ◽  
Chromatographic System ◽  
Reverse Phase ◽  
Phase Liquid ◽  
Liquid Chromatographic

Abstract Synthetic dyes, benzoic acid, sorbic acid, and saccharin are extracted simultaneously from soft drinks with 0.01M tri-n-octylamine at pH = 5.5 and are back-extracted to an aqueous phase with 0.1M sodium perchlorate. The perchlorate solution is injected directly into the reverse phase liquid chromatographic system which permits the separation of all the substances investigated. Forty-six commercial samples of soft drinks and 11 lemonade syrups were analyzed. All samples conformed to the legal prescriptions.

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