Thermodynamics of the interactions of sanguinarine with DNA: influence of ionic strength and base composition

Molecular aspects on the interaction of protoberberine, benzophenanthridine, and aristolochia group of alkaloids with nucleic acid structures and biological perspectives

“…133 Using a combination of spectrophotometric and spectrofluorimetric techniques the thermodynamic characterization of sanguinarine binding to B-DNA duplexes of differing base composition and sequences over a wide range of temperature and salt concentration was reported. 164 The complexation of sanguinarine to calf thymus DNA was found to be ionic strength-dependent exothermic process. The thermodynamics of sanguinarine complexation was dependent on the base pair composition, being characterized by negative enthalpy and positive entropy for all natural DNAs and AT polymers, and negative enthalpy and negative entropy for GC polymers.…”

“…The thermodynamics of sanguinarine complexation was dependent on the base pair composition, being characterized by negative enthalpy and positive entropy for all natural DNAs and AT polymers, and negative enthalpy and negative entropy for GC polymers. 164 These thermodynamic changes reflected the differences in the hydration properties as a function of base 165 demonstrated covalent DNA modifications by sanguianrine in an in vitro experiment after metabolic activation of the alkaloid.…”

Inhibitory effects of sanguinarine on monoamine oxidase activity in mouse brain

“…Sanguinarine has a binding activity with DNA (Sen et al, 1996), and has an inhibitory effect on various enzyme activities (Wang et al, 1997;Schmeller et al, 1997;Netopilova et al, 1996;Drsata et al, 1996). Among these enzymes, sanguinarine inhibits the activity of aromatic Lamino acid decarboxylase , which catalyses the formation of dopamine from L-DOPA in the catecholamine biosynthetic pathway.…”

“…This herb has been used as an analgesic, antitussive, diuretic and detoxicant (Huang, 1993). It is used in the treatment of abdominal pain, peptic ulcers, chronic bronchitis and whooping cough (Huang, 1993).Sanguinarine has proved to have antimicrotubule (Wolff and Knipling, 1993), antimicrobial ), antiinflammatory (Chaturvedi et al, 1997 and molluscicidal (Singh and Singh, 1999) properties, and interacts with DNA (Sen et al, 1996). It has also shown an inhibitory effect on glutamate decarboxylase (Netopilova et al, 1996), aromatic L-amino acid decarboxylase , protein kinase A (Wang et al, 1997) and choline acetyltransferase (Schmeller et al, 1997) activities.…”

Role and Applications of Electrostatic Effects on Nucleic Acid Conformational Transitions and Binding Processes

“…SK obs /Z L has shown variation in some cases, especially when complex formation involves a DNA conformational change. For example, intercalative binding processes typically exhibit reduced SK obs /Z L ratios, as highlighted by the drug sanguinarine which binds to polymeric dsDNA with SK obs /Z L ranging between 0.40 -0.55 (Sen et al, 1996). The general applicability of eq 20 appears to be extensible to processes involving other polyions and/or ligands which have titratable charges.…”