Synthesis, physical-chemical and biological properties of 1,8-disubstituted of theobromine. ІV. 8-R-thioderivatives of 1-p-methylbenzyltheobronine

• Main Author: D. G. Ivanchenko
• Format: Article
• Language: English
• Published: Zaporozhye State Medical University 2015-12-01
• Series: Aktualʹnì Pitannâ Farmacevtičnoï ì Medičnoï Nauki ta Praktiki
• Subjects: Xanthine; Organic Synthesis; NMR Spectroscopy; Acute Toxicit Tests; Diuretics; Antibacterial; Antifungal Agents
• Online Access: http://pharmed.zsmu.edu.ua/article/view/52389/49765

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.