Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

Editor

Personal info

View

About

Terms

Javascript disabled

Please enable Javascript support in your browser to use this application.

Instructions on how to enable JavaScript on different browsers can be found here: http://www.google.com/support/bin/answer.py?answer=23852.

[edit this page]

Chemical Compound Review:

SureCN170522 5-acetamido-2-hydroxy-benzoic acid

Synonyms: AG-C-05752, AG-F-74857, NSC-54183, Oprea1_150410, Oprea1_590376, ...

Lauritsen, K. et al., Sandborn, W.J. et al., Fischer, C. et al., Bystrowska, B. et al., Ryde, M. et al., et al.

Sandborn, Hanauer, Buch,

Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of N-Acetyl-5-aminosalicylic acid

In 6 patients with inactive ulcerative colitis, the colonic metabolism of sulfasalazine and azodisalicylate was studied by equilibrium in vivo dialysis of feces to measure the therapeutically relevant concentrations of their metabolites (5-aminosalicylic acid and N-acetyl-5-aminosalicylic acid) in free fecal water [1].
According to previous studies on the disposition of 5-ASA (mesalazine) in a patient with inflammatory bowel diseases, we have developed a rapid, sensitive method for the determination of 5-ASA and its acetylated metabolite, N-acetyl-5-aminosalicylic acid (Ac-5-ASA) [2].

High impact information on N-Acetyl-5-aminosalicylic acid

METHODS: Nineteen healthy volunteers completed an open-label, single-dose, randomized, crossover study comparing the pharmacokinetics of 5-aminosalicylic acid and N-acetyl-5-aminosalicylic acid from equimolar doses of 5-aminosalicylic acid (800 mg) administered as Asacol (800 mg) and balsalazide (2250 mg) [3].
RESULTS: Urinary and faecal excretion and rectal tissue concentrations of 5-aminosalicylic acid and N-acetyl 5-aminosalicylic acid were similar following single or divided daily dosing, at both doses studied [4].
RESULTS: 5-aminosalicylic acid and balsalazide were more potent antioxidants than 4-aminosalicylic acid or N-acetyl-5-aminosalicylic acid in cell-free systems [5].
Regional perfusions of 5ASA in the anesthetized rat resulted in the appearance of N-acetyl-5-aminosalicylic acid in the intestinal lumen [6].
It was confirmed that 5-ASA is converted by Caco-2 cells to N-acetyl-5-aminosalicylic acid (Ac-5-ASA), which migrates to the culture medium [7].

Biological context of N-Acetyl-5-aminosalicylic acid

An in vivo study shows that the labelled compound, administered to rats, is excreted isotopically unchanged to at least 97%, and that no significant deacetylation/acetylation mechanism exists for this metabolite N-acetyl-5-aminosalicylic acid of salicylazosulphapyridine [8].
Since 5-ASA can not be measured directly in the colon, the bioavailability was evaluated by studying the plasma concentration and cumulative urinary excretion (Ae) of its main metabolite N-acetyl-5-aminosalicylic acid (ac-5-ASA) [9].

Anatomical context of N-Acetyl-5-aminosalicylic acid

When added to cultured hepatocytes, some flavonoids inhibited the production of N-acetyl-5-aminosalicylic acid (5-AcASA) with potencies that depended on the specific structure of flavonoids [10].

Analytical, diagnostic and therapeutic context of N-Acetyl-5-aminosalicylic acid

Plasma concentrations of OLZ, 5-ASA, and its main metabolite N-acetyl-5-aminosalicylic acid (Ac-5-ASA) were analysed by high-performance liquid chromatography methods [11].

References

Colonic azodisalicylate metabolism determined by in vivo dialysis in healthy volunteers and patients with ulcerative colitis. Lauritsen, K., Hansen, J., Ryde, M., Rask-Madsen, J. Gastroenterology (1984) [Pubmed]
Validation of a LC method for the determination of 5-aminosalicylic acid and its metabolite in plasma and urine. Bystrowska, B., Nowak, J., Brandys, J. Journal of pharmaceutical and biomedical analysis. (2000) [Pubmed]
Comparative pharmacokinetics of equimolar doses of 5-aminosalicylate administered as oral mesalamine (Asacol) and balsalazide: a randomized, single-dose, crossover study in healthy volunteers. Sandborn, W.J., Hanauer, S.B., Buch, A. Aliment. Pharmacol. Ther. (2004) [Pubmed]
Once versus divided daily dosing with delayed-release mesalazine: a study of tissue drug concentrations and standard pharmacokinetic parameters. Hussain, F.N., Ajjan, R.A., Kapur, K., Moustafa, M., Riley, S.A. Aliment. Pharmacol. Ther. (2001) [Pubmed]
Antioxidant effects of aminosalicylates and potential new drugs for inflammatory bowel disease: assessment in cell-free systems and inflamed human colorectal biopsies. Simmonds, N.J., Millar, A.D., Blake, D.R., Rampton, D.S. Aliment. Pharmacol. Ther. (1999) [Pubmed]
Intestinal metabolism and transport of 5-aminosalicylate. Zhou, S.Y., Fleisher, D., Pao, L.H., Li, C., Winward, B., Zimmermann, E.M. Drug Metab. Dispos. (1999) [Pubmed]
Evaluation of biotransformation of sulphasalazine in the colon epithelial Caco-2 cells. Bat, B., Lodowska, J., Orchel, A., Parfiniewicz, B., Weglarz, L., Dzierzewicz, Z., Wilczok, T. Acta poloniae pharmaceutica. (2004) [Pubmed]
A stable isotope method for the quantification of N-acetyl-5-aminosalicylic acid in plasma and urine. Fischer, C., Meese, C.O., Klotz, U. Biomed. Mass Spectrom. (1984) [Pubmed]
Relative bioavailability of olsalazine from tablets and capsules: a drug targeted for local effect in the colon. Ryde, M., Huitfeldt, B., Pettersson, R. Biopharmaceutics & drug disposition. (1991) [Pubmed]
Inhibitory effect of flavonoids on N-acetylation of 5-aminosalicylic acid in cultured rat hepatocytes. Mizoyama, Y., Takaki, H., Sugihara, N., Furuno, K. Biol. Pharm. Bull. (2004) [Pubmed]
Study of the plasma pharmacokinetics and faecal excretion of the prodrug olsalazine and its metabolites after oral administration to horses. Knoll, U., Strauhs, P., Schusser, G., Ungemach, F.R. J. Vet. Pharmacol. Ther. (2002) [Pubmed]

Contributions to this collaborative article are from individual authors of WikiGenes or mined by the WikiGenes Data Mining Engine from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.About WikiGenes Open Access Licence Privacy Policy Terms of Use apsburg

The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.