Aminosalicylic acid conjugates of EDTA as potential anti-inflammatory pro-drugs: synthesis, copper chelation and superoxide dismutase-like activities
| Autor: | Declan P. Naughton, Mark A Bailey, Ken J. Rutt, Matthew J. Ingram, Howard T. Dodd |
|---|---|
| Rok vydání: | 2007 |
| Předmět: |
Protease
Aminosalicylic acid biology medicine.drug_class medicine.medical_treatment Metals and Alloys Ethylenediaminetetraacetic acid Prodrug Copper Chelation Anti-inflammatory Inorganic Chemistry Superoxide dismutase chemistry.chemical_compound chemistry Biochemistry Materials Chemistry medicine biology.protein Chelation Nuclear chemistry |
| Zdroj: | Transition Metal Chemistry. 33:195-202 |
| ISSN: | 1572-901X 0340-4285 |
| DOI: | 10.1007/s11243-007-9031-1 |
| Popis: | Aminosalicylic acids have been used to combat inflammatory bowel diseases (IBDs) for over 60 years. In this report, spectroscopic studies on the Cu(II) complexation behaviour of the newly synthesised chelator ethylenediaminetetraacetic acid bis-(4-aminosalicylic acid methyl ester) (4-EBAME), and the regiostereoisomer ethylenediaminetetraacetic acid bis-(5-aminosalicylic acid methyl ester) (5-EBAME) are presented. Both conjugates bind to Cu(II) in an ideal 1:1 ratio, as shown by Job’s method and spectroscopic titrations. 5-EBAME was screened in the NCI 60 cancer cell-line and showed anti-cancer properties. Neither of the conjugates were degraded by bovine liver protease, although some de-esterification was seen at high pH over a 24-h period. These two conjugates show potential as metal chelating anti-oxidants for use against IBDs. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full text from SpringerLink