Abstract
Alkyl xanthines underwent selective homolytic aromatic substitution at C-8 position with alkyl groups of pentaamminecobalt(III) complex. In this process of synthesis, we used monoalkyl hydrazines as the radical source in aqueous ammonia solution. Evidence supporting coordination of the alkyl hydrazine to pentaamminecobalt(III) complex by radical trapping was in good agreement with literature. The products were characterized using GC-MS and 1H, 14N and 59Co NMR spectroscopy.
Highlights
Alkyl xanthines belong to purine group of molecules and are of interest due to their therapeutic value
Evidence supporting coordination of the alkyl hydrazine to pentaamminecobalt(III) complex by radical trapping was in good agreement with literature
We report that cobalt(III) in aqueous ammonia solution serves as a catalyst for obtaining new carbon-carbon bonds by homolytic aromatic substitution
Summary
Alkyl xanthines belong to purine group of molecules and are of interest due to their therapeutic value. Several xanthines are known to inhibit cells at the G2 checkpoint in the cell cycle, thereby making cells more sensitive to DNA damage [2]. Xanthines, such as caffeine, theophylline, theobromine (see Figure 1) and its derivatives have been used for antihyperuraemic therapy, inhibition of monoamine oxidase B [3], besides serving as anticancer agents. Xanthines are known to enhance affinity for certain receptors selectively as well. This has led to an interest in synthesizing substituted alkyl xanthines
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