Position Impact of Hydroxy Groups on Spectral, Acid–Base Profiles and DNA Interactions of Several Monohydroxy Flavanones

Structure-related biological activities of flavanones are still considered largely unexplored. Since they exhibit various medicinal activities, it is intriguing to enter deeper into their chemical structures, electronic transitions or interactions with some biomolecules in order to find properties that allow us to better understand their effects. Little information is available on biological activity of flavanone and its monohydroxy derivatives in relation to their physicochemical properties as spectral profiles, existence of protonated/deprotonated species under pH changes or interaction with Calf Thymus DNA. We devoted this work to research demonstrating differences in the physicochemical properties of the four flavanones: flavanone, 2-hydroxyflavanone, 6-hydroxyflavanone and 7-hydroxyflavanone and linking them to their biological activity. Potentiometric titration, UV–Vis spectroscopy were used to investigate influence of pH on acid–base and spectral profiles and to propose the mode of interaction with DNA. Cyclic voltammetry was applied to evaluate antioxidant potentiality and additionally, theoretical DFT(B3LYP) method to disclose electronic structure and properties of the compounds. Molecular geometries, proton affnities and pKa values have been determined. According to computational and cyclic voltammetry results we could predict higher antioxidant activity of 6-hydroxyflavanone with respect to other compounds. The values of Kb intrinsic binding constants of the flavanones indicated weak interactions with DNA. Structure–activity relationships observed for antioxidant activity and DNA interactions suggest that 6-hydroxyflavanone can protect DNA against oxidative damage most effectively than flavanone, 2-hydroxyflavanone or 7-hydroxyflavanone

In vitrostudy of hesperetin Schiff bases antioxidant activity on rat liver mitochondria

Three hesperetin Schiff bases: hesperetin thiosemicarbazone (HTSC), hesperetin isoniazone (HIN) and hesperetin benzhydrazone (HHSB) have been synthesized and characterized by using analytical and spectral techniques. The influence of substituents on hesperetin antioxidant activity has been studied in vitro using mitochondrial assays. The studied compounds have been found to exhibit both antioxidant and pro-oxidant activity

The relation between optical bleaching and sedimentological features of fluvial deposits in the Toruń Basin (Poland)

Distributions of equivalent doses (DE) obtained by the Single Aliquot Regenerative-dose (SAR) OSL method applied for large aliquots of coarse quartz grains extracted from fluvial sediments are presented and analysed with respect to a fluvial palaeoenvironment. The Nowe Dąbie and Łochowo fluvial succession from the western part of Toruń Basin (eastern part of Noteć–Warta streamway, Toruń-Eberswalde ice-marginal valley) was analysed. The fluvial depositional conditions controlling the extent of daylight bleaching are reconstructed by sedimentological studies. The relation between the amount of bleaching and sedimentological properties of fluvial deposits indicate that ripple cross-laminated sands that accumulated on the floodplain and horizontally-bedded sands deposited in shallow channels are more appropriate for OSL dating than sands derived from the deep channel. Along with luminescence results obtained for the river deposits, data measured from an ancient pottery sample, ensuring complete reset of the OSL signal, are presented, compared to and discussed. On this base the poorly bleached sediment samples are identified and an adjustment factor is introduced for correcting their OSL dating results in order to avoid age inversion. The application of the adjustment factor is found to minimize overestimation of OSL ages of sediments

Bleaching studies on Al-hole ([AlO₄/h]⁰) electron spin resonance (ESR) signal in sedimentary quartz

Electron spin resonance (ESR) dating of sediments using quartz is most commonly used for older sediments (>100 ka), since large residuals render the ESR signal unsuitable for dating young sediments. The multiple-centre approach (utilising both Ti and [AlO4/h]0 signals) is usually used to test the resetting of the signals used for ESR dating. Here we work towards a better understanding of, and correction for, the residual signal in ESR samples of sedimentary quartz. We undertook multiple-centre ESR measurements using quartz [AlO4/h]0 and Ti signals on young aeolian samples of different grain sizes which have been independently dated using optically stimulated luminescence (OSL). Our results demonstrate that [AlO4/h]0 signal yields residuals indicating equivalent doses of about 500 Gy, substantially older than expected for the known OSL equivalent doses in the range of 8–37 Gy. The decay of [AlO4/h]0 signal as function of bleaching time can be represented by an exponential function. We investigate the dependence of the residual magnitude of the ESR signal as a function of the previous given dose and observe an exponential increase in the residual signal with dose. Such observations are consistent with the results of luminescence process modelling conducted for a model comprising two luminescence centres and several traps, one of which is a so-called deep disconnected trap that cannot be emptied during optical stimulation. We propose that bleaching occurs through an electron-hole recombination process with electrons released from optically sensitive traps. In addition to our new insights into the bleaching mechanisms of the [AlO4/h]0 ESR signal, we discuss the implications for the procedures used for performing residual dose corrections in ESR dating. We recommend that modern analogues be used in addition to laboratory-bleached samples when performing residual dose corrections