Acid-base behaviour of sanguinarine and dihydrosanguinarine

• Autorzy: Helena Absolínová , Luděk Jančář , Irena Jančářová , Jaroslav Vičar , Vlastimil Kubáň
• Języki publikacji: EN

Abstrakty

EN

Acid-base and optical properties of sanguinarine and dihydrosanguinarine were studied in the presence of HCl, HNO3, H2SO4, H3PO4, CAPSO and acetic acid (HAc) of different concentrations and their mixtures. The equilibrium constants pKR+ of the transition reaction between an iminium cation Q+ of sanguinarine and its uncharged QOH (pseudo-base, 6-hydroxy-dihydroderivative) form were calculated. A numerical interpretation of the A-pH curves by a SQUAD-G computer program was used. Remarkable shifts of formation parts of absorbance-pH (A-pH) curves to alkaline medium were observed. The shifts depend on the type and concentration of inert electrolyte (the most remarkable for HNO3 and HCl). The corresponding pKR+ values ranged from 7.21 to 8.16 in the same manner (ΔpKR+ = 0.81 and 0.73 for HNO3 and HCl, respectively). The priority effect of ionic species and ionic strength was confirmed in the presence of NaCl and KCl. The strength of interaction of SA with bioactive compounds (i.e. receptors, transport proteins, nucleic acids etc.) may be affected because of the observed influence of both cations and anions of the inert electrolytes. [...]

Słowa kluczowe

EN

Sanguinarine; Dihydrosanguinarine; UV-VIS Spectrophotometry; Equilibrium constants

• Czasopismo: Open Chemistry
• Rocznik: 2009
• Tom: 7
• Numer: 4
• Strony: 876-883

Daty

wydano

2009-12-01

online

2009-10-06

Twórcy

autor

Helena Absolínová

• Department of Chemistry and Biochemistry, Mendel University of Agriculture and Forestry, CZ-613 00, Brno, Czech Republic

autor

Luděk Jančář

• Department of Chemistry, Masaryk University, CZ-603 00, Brno, Czech Republic

autor

Irena Jančářová

• Department of Chemistry and Biochemistry, Mendel University of Agriculture and Forestry, CZ-613 00, Brno, Czech Republic

autor

Jaroslav Vičar

• Department of Medical Chemistry and Biochemistry, Palacky University Olomouc, CZ-77515, Olomouc, Czech Republic

autor

Vlastimil Kubáň,

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Identyfikatory

DOI

10.2478/s11532-009-0079-y