|
|
Plant alkaloid sanguinarine and its derivatives
Tůmová, Lucie ; Stiborová, Marie (advisor) ; Hýsková, Veronika (referee)
This work is summarizing actual knowledge about sanguinarine and quaternary benzo[c]fenanthridine alkaloids. The quaternary benzo[c]fenanthridine alkaloids were found in roots plants Sanguinaria canadensis and Macleaya cordata. This plants are used in tradicional Chinese medicine for its antimycotic, antibacterial and anti-inflammatory activities since antiquity. Regarding to possibility quaternary benzo[c]fenanthridine alkaloids to induce apoptosis these investigated such as possible agents for cancer treatment. The quaternary benzo[c]fenanthridine alkaloids interact with DNA and proteins. They are able to intercalate to the DNA. The alkaloids can be used like fluorescence DNA probe. Metabolism by sanguinarine and next quaternary benzo[c]fenanthridine alkaloids has not yet completely determinated. The first step sanguinarine detoxication is its conversion to less toxic dihydrosanguinarine. Sanguinarine oxidation is mediated by cytochrome P450 1A1. Key words: Quaternary benzo[c]fenanthridine alkaloids, sanguinarine, apoptosis, intercalate, heterogenous substances, enzymes, cytochrom P450
|
|
|
Plant alkaloids and their effects on enzymes metabolizing xenobiotics
Višněvská, Kateřina ; Stiborová, Marie (advisor) ; Černá, Věra (referee)
Sanguinarine and chelerythrine are quaternary benzo[c]phenanthridine alkaloids. The first step in sanguinarine metabolism is its reduction to dihydrosanguinarin. Antimicrobial and anti-inflammatory activities of these alkaloids are used in dentistry and as feed additives. Sanguinarine and chelerythrine induce apoptosis of cells. Fluorescence of these alkaloids and intercalation into DNA could be utilized to use the alkaloids as supravital DNA probe. Negative effect of sanguinarine and chelerythrine is their genotoxicity. Cytochrome P450 and peroxidase oxidize ellipticine to detoxication and activation metabolites. Ellipticine is a potent antineoplastic agent exhibiting the multimodal mechanism of its action. Ellipticine intercalates into DNA and inhibits topoisomerase II. Covalent DNA aducts are mediated by CYP or peroxidase oxidation of ellipticine. The anti-tumor activity of ellipticine and its derivatives is caused by a combination mechanism of cell cycle arrest and induction of the apoptotic pathway. Pharmacological efficiencies and geneotoxic side effects of ellipticine is dependent on levels and activities of cytochrome P450 or peroxidase in target tissues. Aristolactams are the major metabolites of biotransformation of aristolochic acid. Nitroreduction is the crucial step in formation of an...
|
|
|
Plant alkaloid sanguinarine and its derivatives
Tůmová, Lucie ; Hýsková, Veronika (referee) ; Stiborová, Marie (advisor)
This work is summarizing actual knowledge about sanguinarine and quaternary benzo[c]fenanthridine alkaloids. The quaternary benzo[c]fenanthridine alkaloids were found in roots plants Sanguinaria canadensis and Macleaya cordata. This plants are used in tradicional Chinese medicine for its antimycotic, antibacterial and anti-inflammatory activities since antiquity. Regarding to possibility quaternary benzo[c]fenanthridine alkaloids to induce apoptosis these investigated such as possible agents for cancer treatment. The quaternary benzo[c]fenanthridine alkaloids interact with DNA and proteins. They are able to intercalate to the DNA. The alkaloids can be used like fluorescence DNA probe. Metabolism by sanguinarine and next quaternary benzo[c]fenanthridine alkaloids has not yet completely determinated. The first step sanguinarine detoxication is its conversion to less toxic dihydrosanguinarine. Sanguinarine oxidation is mediated by cytochrome P450 1A1. Key words: Quaternary benzo[c]fenanthridine alkaloids, sanguinarine, apoptosis, intercalate, heterogenous substances, enzymes, cytochrom P450
|
|
|
Biochemical properties of quaternary benzo(c)phenanthrene alkaloids
Přenosilová, Lenka ; Naiman, Karel (referee) ; Stiborová, Marie (advisor)
Quaternary benzo(c)phenanthridine alkaloids are plant products found in many plants. The richest sources are mainly Chelidonieae plants and the family Papaveraceae. The basis of the structure of quaternary benzo(c)phenanthridine alkaloids (sanguinarine, chelerythrine, sanguiluthine, sanguirubine, chelirubine, cheliluthine, macarpine) is N- methylbenzo(c)phenanthridine cation. Chemical structure of quaternary benzo(c)phenanthridine alkaloids related to their cytotoxic properties, the ability to intercalation into DNA and the fluorescence capabilities. Quaternary benzo(c)phenanthridine alkaloids occur in two forms, one of which operates reversible equilibrium depending on pH. Very important are the biological effects of quaternary benzo(c)phenanthridine alkaloids. These alkaloids could be used as fluorescent DNA probes and as supravital dye of nucleic acids. Individual quaternary benzo(c)phenanthridine alkaloids have many uses. Sanguinarine is used for its antiplaque and anti-inflammatory effects of oral hygiene. For its effect against the coagulation of blood platelets may play an important role in preventing cardiovascular diseases. Sanguinarine may be used as a potential cytostatic drug for the treatment of cancer. Chelerythrine is similar to use in oral hygiene products and is known for its...
|
|
| |
|
| |
guest ::
