Podophyllotoxin
From Wikipedia, the free encyclopedia
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Podophyllotoxin
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| Systematic (IUPAC) name | |
| 5,8,8a,9-Tetrahydro-9-hydroxy-5- (3,4,5-trimethoxylphenyl) furo [3',4':6,7] naphtho [2,3,d]-1,3-dioxol-6(5aH)-one | |
| Identifiers | |
| CAS number | 518-28-5 |
| ATC code | D06BB04 |
| PubChem | 10607 |
| DrugBank | APRD01189 |
| Chemical data | |
| Formula | C22H22O8 |
| Mol. weight | 414.405 g/mol |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | ? |
| Half life | 1.0 to 4.5 hours. |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
? |
| Legal status | |
| Routes | ? |
Podophyllotoxin, otherwise known as podofilox is a non-alkaloid toxin present at concentrations of 0.3 to 1.0% by mass in the rhizome of American Mayapple Podophyllum peltatum. Another common source of podophyllotoxin are the rhizomes of Podophyllum hexandrum Royle (Berberidaceae).
It is synthetised biologically from two molecules of coniferyl alcohol by phenolic oxidative coupling and a series of oxidations, reductions and methylations
The melting point of Podophyllotoxin is 183.3 - 184.0 °C.
Podophyllotoxin is the pharmacological base for the important anti-cancer drug Etoposide.
It is also used as a gel or solution to treat warts.
[edit] References
- Canel, C; Moraes, RM; Dayan, FE; Ferreira, D (2000). "Molecules of Interest: Podophyllotoxin". Phytochemistry 54 (2): 115-120.
- J. L. Hartwell, A. W. Schrecker (1951). "Components of Podophyllin. V. The Constitution of Podophyllotoxin". Journal of the American Chemical Society 73 (6): 2909 - 2916. DOI:10.1021/ja01150a143.
| Antivirals (primarily J05A, also S01AD and D06BB) edit | ||||||||||||||||||||||
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