Synthesis, physical-chemical and biological properties of 1,8-disubstituted of theobromine. ІV. 8-R-thioderivatives of 1-p-methylbenzyltheobronine
DOI:
https://doi.org/10.14739/2409-2932.2015.3.52389Keywords:
Xanthine, Organic Synthesis, NMR Spectroscopy, Acute Toxicit Tests, Diuretics, Antibacterial, Antifungal AgentsAbstract
The problem of biologically active compounds searching amidst xanthine derivatives is a crucial one and is an issue for long-term investigation.
Aim. In order to search for new biologically active compounds among xanthine derivatives, 8-R-thioderivatives of 1-p-methylbenzyltheobronine, undescribed earlier have been synthesized.
Methods and results. Heating of 1-p-methylbenzyl-8-thiotheobromine with 2-bromo-4’-chloroacetophenone in aqueous ethanol leads to the formation of 1-p-methylbenzyl-8-[2-(4-chlorophenyl)-2-oxoethyl]thiotheobromine. Interaction of 8-thiotheobromine with chloroacetic acid methyl ester has lead to formation of (1-p-methylbenzyltheobromine-8-yl)thioacetic acid methyl ester. Structure of synthesized compounds has been definitely proved by NMR-spectroscopy. The acute toxicity, diuretic and antimicrobial activities of the obtained compounds have been explored.
Conclusion. Priorities for further search of biologically active compounds in a range of xanthine derivatives have been set out.
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