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Xanthine (/ ˈ z æ n θ iː n / or / ˈ z æ n θ aɪ n /, from Ancient Greek ξανθός xanthós ' yellow ' for its yellowish-white appearance; archaically xanthic acid; systematic name 3,7-dihydropurine-2,6-dione) is a purine base found in most human body tissues and fluids, as well as in other organisms. [2]
Methylxanthines are chemical compounds which are derivatives of xanthine with one or more methyl groups, including: One methyl group: 1-Methylxanthine;
7-Methylxanthine (7-MX), also known as heteroxanthine, is an active metabolite of caffeine (1,3,7-trimethylxanthine) and theobromine (3,7-dimethylxanthine). [ 1 ] [ 2 ] It is a non-selective antagonist of the adenosine receptors .
Caffeine is a central nervous system (CNS) stimulant of the methylxanthine class and is the most commonly consumed psychoactive substance globally. [9] [10] It is mainly used for its eugeroic (wakefulness promoting), ergogenic (physical performance-enhancing), or nootropic (cognitive-enhancing) properties.
The characteristic signals, distinguishing theophylline from related methylxanthines, are approximately 3.23δ and 3.41δ, corresponding to the unique methylation possessed by theophylline. The remaining proton signal, at 8.01δ, corresponds to the proton on the imidazole ring, not transferred between the nitrogen.
IBMX (3-isobutyl-1-methylxanthine), like other methylxanthine derivatives, is both a: competitive non-selective phosphodiesterase inhibitor [1] which raises intracellular cAMP, activates PKA, inhibits TNFα [2] [3] and leukotriene [4] synthesis, and reduces inflammation and innate immunity, [4] and; nonselective adenosine receptor antagonist. [5]
Paraxanthine is the primary metabolite of caffeine in humans and other animals, such as mice. [3] Shortly after ingestion, roughly 84% of caffeine is metabolized into paraxanthine by hepatic cytochrome P450 , which removes a methyl group from the N3 position of caffeine.
These enzymes play an important role in the catabolism of purines in some species, including humans. [3] Xanthine oxidase is defined as an enzyme activity (EC 1.17.3.2). [4] The same protein, which in humans has the HGNC approved gene symbol XDH, can also have xanthine dehydrogenase activity (EC 1.17.1.4). [5]
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