Ionic liquids derivative of 1h-imidazole as novel antioxidative compounds with potential biological activity
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MAKAEV, Fliur, DUKA, Gh.. Ionic liquids derivative of 1h-imidazole as novel antioxidative compounds with potential biological activity. In: NANO-2016: Ethical, Ecological and Social Problems of Nanoscience and Nanotechnologies, Ed. 2016, 11-14 mai 2016, Chişinău. Chișinău, Republica Moldova: 2016, p. 32.
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NANO-2016: Ethical, Ecological and Social Problems of Nanoscience and Nanotechnologies 2016
Conferința "NANO-2016: Ethical, Ecological and Social Problems of Nanoscience and Nanotechnologies"
2016, Chişinău, Moldova, 11-14 mai 2016

Ionic liquids derivative of 1h-imidazole as novel antioxidative compounds with potential biological activity


Pag. 32-32

Makaev Fliur, Duka Gh.
 
Institute of Chemistry of the Academy of Sciences of Moldova
 
Disponibil în IBN: 28 aprilie 2020


Rezumat

Reactive oxygen species (ROS), such as superoxide and hydroxyl radical control many biochemical processes, for example, vascular tone; these radicals can even be messengers in a phenomenon dubbed redox signaling. But when there is an imbalance between their production and the cell ability to detoxify the reactive intermediates, the socalled oxidative stress takes place. It has been identified and proven to be the root cause of more than 70 chronic degenerative diseases such as heart disease, cancer, stroke, diabetes, Alzheimer’s dementia, Parkinson’s disease. It can be provoked by different unfavorable factors, including grave ecological situation. Among the most important antioxidant compounds containing in plants two classes attract attention grace to their structural diversity – these are phenols (effective inhibitors of chain reactions) and terpenoids (having bactericide, antiviral, antiseptic properties). However, terpene phenols as the products of mixed biogenesis can be found out in nature more frequently, for example, Probuquol, Ionol, Emoxypine, α-tocopherol, vitamin K1, co-ensyme Q10. It was proved they dispose not only of antioxidant properties, but also manifesting as radioprotectors, hepatoprotectors, antiphlogistic and tumoricidal compounds. Ionic liquids derivative of 1H-imidazole are a relatively new class of compounds that have been receiving increased attention in recent years as “green” designer solvents that may potentially replace many conventional volatile organic solvents in reaction and separation processes. These specific compounds are organic salts that are liquid over a wide range of temperatures near and at room temperature. Ionic liquids have no measurable vapor pressure; hence, there has been considerable interest in using them in place of volatile organic solvents that can emit problematic vapors. Novel 1H-imidazole derived hydroxyl functionalized dimers and molecular hybrids of different natural terpenoids, which have very high antioxidant properties have been developed and investigated. In order to determine the reaction stoichiometry, different molar ratios, expressed as moles of antioxidant per mole of DPPH▪, were tested, ranging from 0.1 to 10. For each molar ratio, the remaining concentration of DPPH▪ at the plateau was determined and graphed, and EC50 was read on the graph as the molar ratio which reduces half of the initial DPPH▪ concentration, was determined from the graph. A lower EC50 value is associated with a stronger DPPH radical scavenging capacity under the same testing conditions. These results for clarity were also expressed in terms of antiradical power (ARP) calculated as ARP=1/EC50 in which larger ARP values represented a larger scavenging capacity. The number of reduced DPPH▪ molecules per one molecule of antioxidant was defined as σ = 1/ (2 x EC50). The results obtained for EC50, σ and ARP of the studied compounds were compared to those of ascorbic acid (control). Trends in the properties of these liquid compounds are discussed.

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<dc:creator>Macaev, F.Z.</dc:creator>
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<dc:date>2016</dc:date>
<dc:description xml:lang='en'><p>Reactive oxygen species (ROS), such as superoxide and hydroxyl radical control many biochemical processes, for example, vascular tone; these radicals can even be messengers in a phenomenon dubbed redox signaling. But when there is an imbalance between their production and the cell ability to detoxify the reactive intermediates, the socalled oxidative stress takes place. It has been identified and proven to be the root cause of more than 70 chronic degenerative diseases such as heart disease, cancer, stroke, diabetes, Alzheimer&rsquo;s dementia, Parkinson&rsquo;s disease. It can be provoked by different unfavorable factors, including grave ecological situation. Among the most important antioxidant compounds containing in plants two classes attract attention grace to their structural diversity &ndash; these are phenols (effective inhibitors of chain reactions) and terpenoids (having bactericide, antiviral, antiseptic properties). However, terpene phenols as the products of mixed biogenesis can be found out in nature more frequently, for example, Probuquol, Ionol, Emoxypine, &alpha;-tocopherol, vitamin K1, co-ensyme Q10. It was proved they dispose not only of antioxidant properties, but also manifesting as radioprotectors, hepatoprotectors, antiphlogistic and tumoricidal compounds. Ionic liquids derivative of 1H-imidazole are a relatively new class of compounds that have been receiving increased attention in recent years as &ldquo;green&rdquo; designer solvents that may potentially replace many conventional volatile organic solvents in reaction and separation processes. These specific compounds are organic salts that are liquid over a wide range of temperatures near and at room temperature. Ionic liquids have no measurable vapor pressure; hence, there has been considerable interest in using them in place of volatile organic solvents that can emit problematic vapors. Novel 1H-imidazole derived hydroxyl functionalized dimers and molecular hybrids of different natural terpenoids, which have very high antioxidant properties have been developed and investigated. In order to determine the reaction stoichiometry, different molar ratios, expressed as moles of antioxidant per mole of DPPH▪, were tested, ranging from 0.1 to 10. For each molar ratio, the remaining concentration of DPPH▪ at the plateau was determined and graphed, and EC50 was read on the graph as the molar ratio which reduces half of the initial DPPH▪ concentration, was determined from the graph. A lower EC50 value is associated with a stronger DPPH radical scavenging capacity under the same testing conditions. These results for clarity were also expressed in terms of antiradical power (ARP) calculated as ARP=1/EC50 in which larger ARP values represented a larger scavenging capacity. The number of reduced DPPH▪ molecules per one molecule of antioxidant was defined as &sigma; = 1/ (2 x EC50). The results obtained for EC50, &sigma; and ARP of the studied compounds were compared to those of ascorbic acid (control). Trends in the properties of these liquid compounds are discussed.</p></dc:description>
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