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Captopril and 6-mercaptopurine: whose SH possesses higher antioxidant ability?
1Department of Organic Chemistry, College of Chemistry, Jilin University, No. 2519 Jiefang Road, Changchun 130021, China.
European Journal of Medicinal Chemistry
|August 21, 2009
Summary
Captopril, 6-mercaptopurine, and 6-mercaptopurine riboside exhibit antioxidant properties. Captopril effectively donates hydrogen atoms, while 6-mercaptopurine riboside shows strong radical reduction capabilities, protecting cells and DNA from oxidative damage.
Area of Science:
- Biochemistry
- Pharmacology
- Oxidative Stress Research
Background:
- Oxidative stress is implicated in various diseases.
- Antioxidants play a crucial role in mitigating oxidative damage.
- Understanding the antioxidant potential of existing drugs can reveal new therapeutic applications.
Purpose of the Study:
- To evaluate and compare the antioxidant capacities of captopril (CAP), 6-mercaptopurine (6-MP), and 9-(beta-D-ribofuranosyl)-6-mercaptopurine (6-MPR).
- To investigate their radical scavenging and protective effects against induced oxidation in biological systems.
Main Methods:
- Interaction with stable radicals: DPPH, galvinoxyl, and ABTS(+)(*).
- Assessment of protection against 2,2'-azobis(2-amidinopropane hydrochloride) (AAPH)-induced oxidation of DNA and erythrocytes.
- Evaluation of protection against hemin-induced erythrocyte hemolysis.
Main Results:
- Captopril demonstrated the highest hydrogen atom donation to DPPH and galvinoxyl radicals.
- 6-mercaptopurine riboside exhibited the strongest reduction of ABTS(+) radical.
- All three compounds provided protection against AAPH-induced oxidation; 6-MPR showed the most potent protection for DNA and erythrocytes.
- Captopril also protected erythrocytes from hemin-induced hemolysis.
Conclusions:
- Captopril, 6-mercaptopurine, and 6-mercaptopurine riboside possess significant antioxidant activities.
- Their mechanisms of action involve radical scavenging and protection of biological macromolecules and cells.
- These findings suggest potential therapeutic benefits beyond their primary indications.
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