Sanguinarine
From Wikipedia, the free encyclopedia
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Sanguinarine
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| Systematic (IUPAC) name | |
| 13-Methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium | |
| Identifiers | |
| CAS number | |
| ATC code | ? |
| PubChem | |
| Chemical data | |
| Formula | C20H14NO4 |
| Mol. mass | 332.09 |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | ? |
| Half life | ? |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
? |
| Legal status | |
| Routes | ? |
Sanguinarine is a non toxic alkaloid extracted from some plants, including Bloodroot (Sanguinaria canadensis), Chelidonium majus and Macleaya cordata.
In plants, sanguinarine is synthesized from dihydrosanguinarine through the action of Dihydrobenzophenanthridine oxidase (EC 1.5.3.12).
[edit] References
- D. Walterova, J. Ulrichova, I. Valka, J. Vicar, C. Vavreckova, E. Taborska, R.J. Harjrader, D.L. Meyer, H. Cerna and V. Simanek(1996) Benzo[c]phenanthridine alkaloids sanguinarine and chelerythrine: biological activities and dental care applications, Acta Univ. Palacky Olomouc Fac. Med. 139 (1995), pp. 7–16.
- Zdarilova et al., A. Zdarilova, J. Malikova, Z. Dvorak, J. Ulrichova and V. Simanek,2006, Quaternary isoquinoline alkaloids sanguinarine and chelerythrine. In vitro and in vivo effects, Chemicke Listy 100 (2006), pp. 30–41.
- A. Zdařilová, R. Vrzal, M. Rypka, J. Ulrichová and Z. Dvořák(2006)Investigation of sanguinarine and chelerythrine effects on CYP1A1 expression and activity in human hepatoma cells Food and Chemical Toxicology, Vol 44(2) , Pg 242-249
- M. Lopus and D. Panda (2006) The benzophenanthridine alkaloid sanguinarine perturbs microtubule assembly dynamics through tubulin binding. A possible mechanism for its antiproliferative activity. FEBS J. Vol 273, Issue 10, Pg 2139-2150.
[edit] External links
- Inhibition of Na+-K+-ATPase activity and ouabain binding by sanguinarine Barry J. R. Pitts, Laurence R. Meyerson, Ph. D, Drug Development Research, Volume 1, Issue 1.
- Chelirubine, Macarpine, and Sanguinarine Biosynthesis International Union of Biochemistry and Molecular Biology, Recommendations on Biochemical & Organic Nomenclature, Symbols & Terminology etc., web interface.
- Differential Antiproliferative and Apoptotic Response of Sanguinarine for Cancer Cells versus Normal Cells Nihal Ahmad, Sanjay Gupta, Mirza M. Husain, Kaisa M. Heiskanen and Hasan Mukhtar, Clinical Cancer Research Vol. 6 (April 2000), pp. 1524-1528.
