Physico-chemical effects of caffeine on aqueous solutions of pyrimidine based model compounds of nucleic acids

Kaur, Navalpreet; Banipal, Parampaul K.; Banipal, Tarlok S.

doi:10.1016/j.molliq.2016.06.039

Cited by 9 publications

(7 citation statements)

References 43 publications

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“…The hyperchromic shift in the absorption spectra of CFX in GLY and ILU exhibits the significance of hydrophilic–hydrophilic/ionic interactions among them. In the case of CFX/ILU system, the blue shift in wavelength of CFX is due to a greater extent of interactions than CFX/GLY system. , These results are in concordance with our volumetric results.…”

Section: Resultssupporting

confidence: 91%

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Expliciting the {Ciprofloxacin Hydrochloride + (Glycine/l-Isoleucine)} Interactions in Aqueous Solution over the Temperature range T = 288.15–323.15 K and at Pressure p = 1 × 10⁵ Pa: Volumetric, Acoustic, Calorimetric, and Absorption studies

et al. 2019

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Like the drug–salt interactions, drug–amino acid interaction in the aqueous medium is dependent upon different physiological events occurring in the body. In this context, investigations on the interactions of ciprofloxacin hydrochloride (CFX) being a second-generation antibiotic with both nonessential amino acid and essential amino acid have been done. The physicochemical properties like apparent molar volume (V 2,ϕ) and apparent molar isentropic compression (K s,2,ϕ) of drug, CFX in water and in the presence of glycine (GLY), and l-isoleucine (ILU) at m B (molality of GLY or ILU) = 10, 20, 35, 50, and 75 mmol·kg–1 have been determined over the temperature range of 288.15–323.15 K and at p = 1 × 105 Pa. These data have further been used to calculate different parameters, which help to obtain valuable information corresponding to the distinct kinds of interactions present in the ternary systems. The volumes and compressibility studies have shown that the predominant interactions are hydrophilic–hydrophilic and hydrophilic–ionic in the studied systems. It may be postulated that the effect of CFX prevails through the hydrophilic groups of the constituents of proteins. Dehydration behavior of drug is also observed using hydration number and calorimetry at higher m B values. Both hyperchromic and hypsochromic changes have been observed from the absorption spectra for the CFX/ILU system.

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Section: Resultssupporting

confidence: 91%

“…In the case of CFX/ILU system, the blue shift in wavelength of CFX is due to a greater extent of interactions than CFX/GLY system. 34,35 These results are in concordance with our volumetric results. ■ ASSOCIATED CONTENT * S Supporting Information…”

Section: Uv−vis Spectroscopysupporting

confidence: 92%

Expliciting the {Ciprofloxacin Hydrochloride + (Glycine/l-Isoleucine)} Interactions in Aqueous Solution over the Temperature range T = 288.15–323.15 K and at Pressure p = 1 × 10⁵ Pa: Volumetric, Acoustic, Calorimetric, and Absorption studies

et al. 2019

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“…Overall, Δ tr V 2,Φ 0 and Δ tr K s,2,Φ 0 values increase with increasing temperature. Kaur et al have reported the positive as well as negative values of Δ tr V 2,Φ 0 for uracil and thymine over the studied concentration of caffeine but only positive values of Δ tr V 2,Φ 0 for the nucleosides. Banipal et al have also determined that in guanidine hydrochloride solutions, positive and negative values of Δ tr V 2,Φ 0 for nucleic acid bases/nucleosides were found at the temperatures measured.…”

Section: Resultsmentioning

confidence: 93%

“…The exothermicity arise may be because of interactions between polar groups of solutes and polar groups of Cfx, such as −NH of solute and −CO of Cfx and −CO of solute and −OH of Cfx. Kaur et al also reported the interactions between caffeine and nucleic acid bases/nucleosides, and found that the negative Δ tr Δ dil H ° values could be attributed to the exothermicity produce from the hydrophilic–hydrophilic or hydrogen-bonding interactions between the solute-caffeine molecules. As mentioned earlier, the negative values of Δ tr V 2,Φ 0 , Δ tr K s,2,Φ 0 , and Δ tr B were observed for the solutes at the various concentration of Cfx.…”

Section: Resultsmentioning

confidence: 99%

“…The simpler model compounds for nucleic acids, such as nucleic acid bases/nucleosides, are key biologically active molecules and are useful for studying the solvation behavior in aqueous and mixed aqueous solutions. − The volumetric investigations of nucleic acid bases/nucleosides in the aqueous solutions of inositol by Rajput et al revealed that hydrophilic–hydrophilic interactions predominate in these systems. Kaur et al investigated the interactions between caffeine and nucleic acid bases/nucleosides and found that the interactions are exothermic in nature. Hokmabady et al reported the interactions between DNA pyrimidine bases (cytosine, thymine, and uracil) and 5-fluorouracil using the B3LYP method and concluded that H-bonded complexes are formed between them.…”

Section: Introductionmentioning

confidence: 99%

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Elucidation of Interactions between Ciprofloxacin Hydrochloride Monohydrate and Constituents of Nucleic Acids in Aqueous Solutions at Different Temperatures

et al. 2022

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The interaction of drugs with nucleic acids is one of the most essential parts of biological research in the drug discovery and pharmaceutical development processes. Furthermore, physicochemical studies of the solution behavior of such systems are extremely desirable for elucidating the various interactions in aqueous solutions. Therefore, in this context, measurements of the density (ρ), speed of sound (u), viscosity (η), and enthalpy of dilution (q) for uracil, thymine, uridine, and thymidine in water and in aqueous solutions of ciprofloxacin hydrochloride monohydrate (Cfx) at m B (molality of Cfx in water) = (5, 10, 15, 20, 25) mmol·kg–1 across the temperature range of T = (288.15 to 318.15) K and at p = 1 × 105 Pa have been performed. Furthermore, these data have been utilized to evaluate partial molar volumes, partial molar isentropic compressions, viscosity B coefficients, standard molar enthalpies of dilution, and their corresponding transfer parameters (Δtr V 2,Φ 0, Δtr K s,2,Φ 0, Δtr B, and ΔtrΔdil H°). These properties have been used to elucidate the presence of solute–solvent interactions. The solute–Cfx interactions are exothermic in nature, according to calorimetry studies. Furthermore, the UV–visible studies show that the interactions between the pyrimidine-based molecules and drug result in a shift in wavelength (λ) as well as a change in absorption.

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Interaction behavior of sucrose in aqueous tributylmethylammonium chloride solutions at various temperatures: A volumetric, ultrasonic and viscometric study

Sharma

Bandral

Bamezai

et al. 2022

Chemical Thermodynamics and Thermal Analysis

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Physico-chemical effects of caffeine on aqueous solutions of pyrimidine based model compounds of nucleic acids

Cited by 9 publications

References 43 publications

Expliciting the {Ciprofloxacin Hydrochloride + (Glycine/l-Isoleucine)} Interactions in Aqueous Solution over the Temperature range T = 288.15–323.15 K and at Pressure p = 1 × 10⁵ Pa: Volumetric, Acoustic, Calorimetric, and Absorption studies

Expliciting the {Ciprofloxacin Hydrochloride + (Glycine/l-Isoleucine)} Interactions in Aqueous Solution over the Temperature range T = 288.15–323.15 K and at Pressure p = 1 × 10⁵ Pa: Volumetric, Acoustic, Calorimetric, and Absorption studies

Elucidation of Interactions between Ciprofloxacin Hydrochloride Monohydrate and Constituents of Nucleic Acids in Aqueous Solutions at Different Temperatures

Interaction behavior of sucrose in aqueous tributylmethylammonium chloride solutions at various temperatures: A volumetric, ultrasonic and viscometric study

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Physico-chemical effects of caffeine on aqueous solutions of pyrimidine based model compounds of nucleic acids

Cited by 9 publications

References 43 publications

Expliciting the {Ciprofloxacin Hydrochloride + (Glycine/l-Isoleucine)} Interactions in Aqueous Solution over the Temperature range T = 288.15–323.15 K and at Pressure p = 1 × 105 Pa: Volumetric, Acoustic, Calorimetric, and Absorption studies

Expliciting the {Ciprofloxacin Hydrochloride + (Glycine/l-Isoleucine)} Interactions in Aqueous Solution over the Temperature range T = 288.15–323.15 K and at Pressure p = 1 × 105 Pa: Volumetric, Acoustic, Calorimetric, and Absorption studies

Elucidation of Interactions between Ciprofloxacin Hydrochloride Monohydrate and Constituents of Nucleic Acids in Aqueous Solutions at Different Temperatures

Interaction behavior of sucrose in aqueous tributylmethylammonium chloride solutions at various temperatures: A volumetric, ultrasonic and viscometric study

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Expliciting the {Ciprofloxacin Hydrochloride + (Glycine/l-Isoleucine)} Interactions in Aqueous Solution over the Temperature range T = 288.15–323.15 K and at Pressure p = 1 × 10⁵ Pa: Volumetric, Acoustic, Calorimetric, and Absorption studies

Expliciting the {Ciprofloxacin Hydrochloride + (Glycine/l-Isoleucine)} Interactions in Aqueous Solution over the Temperature range T = 288.15–323.15 K and at Pressure p = 1 × 10⁵ Pa: Volumetric, Acoustic, Calorimetric, and Absorption studies