IN VITRO DNA PROTECTIVE ACTIVITY OF SELECTED PYRAZOLINES

Abstract

Pyrazolines are well known nitrogen-containing five-membered heterocyclic compounds with various pharmaceutical activities such as analgesic, antibacterial, antifungal, anticancer, antiviral, anti-inflammatory, antitubercular, antidepressant, anticonvulsant, antihyperglycemic, antipyretic, etc. This study aims to investigate the in vitro DNA protective effect of twenty-four pyrazoline derivatives with vanillic and ferrocenyl fragments. Our previous results showed that both fragments are responsible for various biological activities, and slight changes in their structure induce sometimes dramatic difference in activities. Those compounds designated as 3a-3f, 4a-4f, 5a-5f, and 6a-6f, have been tested on hydroxyl radical-induced DNA damage in various concentrations (25, 50, 100, 200, and 400 μg/mL). The decreasing order in the reduction of DNA damage among the compounds was found to be: 3d > 3e > 3a > 3b > 3f > 3c; 4d > 4e > 4a > 4c > 4f > 4b; 5e > 5a > 5c > 5f > 5d > 5b; and 6d > 6c > 6f > 6e > 6a. Results showed that the best in vitro DNA protective potential against hydroxyl radicals have propyl or butyl derivatives (3d and 6d followed by 4d and 5e) and can be identified as the most promising substrates. From this point of view length of carbon chain in this case could be a key factor for in vitro DNA protective activity of selected pyrazolines.