Structure‐activity relationships of alloxan‐like compounds derived from uric acid
Open Access
- 1 November 1986
- journal article
- research article
- Published by Wiley in British Journal of Pharmacology
- Vol. 89 (3) , 469-472
- https://doi.org/10.1111/j.1476-5381.1986.tb11146.x
Abstract
1 The diabetogenic activity of a range of alloxan-like compounds derived from uric acid has been investigated. 2 The classes of derivatives were: 5-substituted-isouric acids; 4,5-disubstituted-4, 5-dihydrouric acids; 5-substituted-pseudouric acids; salts of dehydro-uramil hydrate; salts of dehydro-isouramil hydrate; alloxan derivatives. 3 Compounds were tested by intravenous injection into rats and diabetogenic activity assessed by production of persistent hyperglycaemia and glycosuria. 4 The only essential structural feature common to all active compounds was the presence of a quinonoid pyrimidine system or its hydrated equivalent. The presence of the five-membered ring of uric acid (or an opened form thereof) did not abolish and in some compounds enhanced diabetogenic activity.This publication has 18 references indexed in Scilit:
- Alterdentate ligands: determination of the energy barrier for intramolecular metal ion exchange in complexes of ninhydrin and alloxan radical ions with zinc(2+), magnesium(2+), cadmium(2+), and yttrium(3+)Journal of the American Chemical Society, 1983
- Oxidation of uric acid. 4. Synthesis, structure, and diabetogenic action of 5-imino-2,4,6(1H,3H,5H)-pyrimidinetrione salts and their alloxan-like covalent adductsJournal of Medicinal Chemistry, 1983
- Propellane type derivatives of uric acid. X-Ray structure of 9-acetyl-4,5-(1-methoxyethylidenedioxy)-4,5-dihydrouric acidJournal of the Chemical Society, Chemical Communications, 1982
- Diabetogenic action of alloxan-like derivatives of uric acidCellular and Molecular Life Sciences, 1980
- Oxidation of uric acid. 1. Structural revision of uric acid glycolsThe Journal of Organic Chemistry, 1980
- Diabetogenic Action of Alloxan DerivativesNature, 1945
- Über die Einwirkung von Chlor auf methylierte und acetylierte HarnsäurenEuropean Journal of Organic Chemistry, 1935
- X. Abkömmlinge der 1, 3‐DimethylharnsäureEuropean Journal of Organic Chemistry, 1917
- Abkömmlinge der 3,7‐DimethylharnsäureEuropean Journal of Organic Chemistry, 1914
- Derivate einer IsoharnsäureEuropean Journal of Inorganic Chemistry, 1910