Caffeine interactions with nucleic acids. Molecular mechanics calculations of model systems for explanation of mechanisms of biological actions

Poltev, V. I.; Grokhlina, T. I.; Deriabina, A.; Gonzalez, Emmanuel A.

doi:10.1007/s00214-003-0503-x

Cited by 15 publications

(2 citation statements)

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“…1) indicating an enhanced protein hydrolysis. Caffeine also interacts with nucleic acids-RNA and DNA (Poltev et al 2003) and impairs the process of replication and translation (Wink and Twardowski 1992), and thus interferes with protein biosynthesis. The decreased amount of proteins could thus be due to both enhanced hydrolysis and decreased biosynthesis.…”

Section: Resultsmentioning

confidence: 99%

Caffeine affects adventitious rooting and causes biochemical changes in the hypocotyl cuttings of mung bean (Phaseolus aureus Roxb.)

et al. 2008

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Caffeine (1,3,7-trimethylxanthine), a purine alkaloid found naturally in over 100 plant species, has recently been viewed as a safe chemical for management of pests including molluscs, slugs, snails, bacteria, and as a bird deterrent. It possesses phytotoxicity against plant species, yet the mechanism of action is lacking. A study was conducted to determine the effect of caffeine on the rooting of hypocotyl cuttings of mung bean (Phaseolus aureus) and the associated biochemical changes. At lower concentrations (\1,000 lM) of caffeine, though rooting potential was not affected, yet there was a significant decrease in the number of roots and root length. At 1,000 lM caffeine, there was a 68% decrease in the number of roots/primordia per cutting, whereas root length decreased by over 80%. However, no root formation occurred at 2,000 lM caffeine. Further investigations into the biochemical processes linked to root formation revealed that caffeine significantly affects protein content, activities of proteases, polyphenol oxidases (PPO) and total endogenous phenolic (EP) content, in the mung bean hypocotyls. A decrease in rooting potential was associated with a drastic reduction in protein content in the lower rooted portion, whereas the specific activity of proteases increased indicating that caffeine affects the protein metabolism. Activity of PPO decreased in response to caffeine, whereas EP content increased significantly indicating its non-utilization and thus less or no root formation. Respiratory ability of rooted tissue, as determined through TTC (2,3,5-triphenyl tetrazolium chloride) reduction, was impaired in response to caffeine indicating an adverse effect on the energy metabolism. The study concludes that caffeine interferes with the root development by impairing protein metabolism, affecting activity of PPO (and thus lignification), and EP content, which are the crucial steps for root formation.

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Section: Resultsmentioning

confidence: 99%

Caffeine affects adventitious rooting and causes biochemical changes in the hypocotyl cuttings of mung bean (Phaseolus aureus Roxb.)

et al. 2008

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“…The fact that caffeine binds outside the double helix both in the DNA major and minor grooves, decorating and dehydrating the biopolymer, ,− explains some of the above-mentioned results. In reality, it is expected that the presence of a high number of bound caffeine molecules around the double helix makes the formation of intrastrand crosslinks by the platinum drugs difficult simply because the molecules of the alkaloid will impose spatial constraints along the polymer chain, hindering the covalent binding of the two available binding sites of the platinum drugs on distinct base-pairs.…”

Section: Discussionmentioning

confidence: 99%

Caffeine Enhances the Toxicity of Platinum-Based Drugs at the Molecular Level Even Outside of the Intracellular Environment: A Single-Molecule Force Spectroscopy Study

2022

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It is well reported in the literature that caffeine, the most consumed alkaloid around the world, enhances the anticancer effects of the drug cisplatin by inhibiting DNA repair by the cellular machinery. Here, we perform single-molecule force spectroscopy assays with optical tweezers to show that caffeine enhances the toxicity not only of cisplatin but also of various different platinum-based drugs already at the molecular level, using samples containing only double-stranded (ds)DNA, platinum drugs, and the alkaloid in a simple phosphate buffer, that is, completely out of the complex environment found inside real living cells. In fact, our results show that caffeine acts as an allosteric catalyst which increases the effective equilibrium binding constant between DNA and the platinum drugs, also interfering in the cooperativity of the binding reactions. To the best of our knowledge, this is the first time that such a property of caffeine was demonstrated and characterized from a pure physicochemical perspective, outside the cellular environment. Thus, the present work provides new insights into the use of this alkaloid for current chemotherapeutic applications.

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Measuring Fluorescence Anisotropy as One of Very Useful Analytical Methods to Obtain Detailed Information of the Complex Binding Interaction

Lee

Huh

2017

Bulletin Korean Chem Soc

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Caffeine interactions with nucleic acids. Molecular mechanics calculations of model systems for explanation of mechanisms of biological actions

Cited by 15 publications

References 0 publications

Caffeine affects adventitious rooting and causes biochemical changes in the hypocotyl cuttings of mung bean (Phaseolus aureus Roxb.)

Caffeine affects adventitious rooting and causes biochemical changes in the hypocotyl cuttings of mung bean (Phaseolus aureus Roxb.)

Caffeine Enhances the Toxicity of Platinum-Based Drugs at the Molecular Level Even Outside of the Intracellular Environment: A Single-Molecule Force Spectroscopy Study

Measuring Fluorescence Anisotropy as One of Very Useful Analytical Methods to Obtain Detailed Information of the Complex Binding Interaction

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