Podophyllotoxin: Difference between revisions

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{{drugbox
#REDIRECT [[Podofilox]]
| 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
| image = Podophyllotoxin.png
| CAS_number = 518-28-5
| ATC_prefix = D06
| ATC_suffix = BB04
| ATC_supplemental =
| PubChem = 10607
| DrugBank = APRD01189
| C=22 | H=22 | O=8
| molecular_weight = 414.405 g/mol
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life = 1.0 to 4.5 hours.
| pregnancy_category =
| legal_status =
| routes_of_administration =
}}
'''Podophyllotoxin''', otherwise known as '''podofilox''' is a non-[[alkaloid]] [[toxin]] in the [[lignan]] family present at concentrations of 0.3 to 1.0% by mass in the [[rhizome]] of [[Podophyllum peltatum|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 [[oxidation]]s, [[Redox|reduction]]s and [[methylation]]s
 
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 [[genital warts]].
==References==
*{{cite journal|
| author =Canel, C; Moraes, RM; Dayan, FE; Ferreira, D
| title = Molecules of Interest: Podophyllotoxin
| journal = Phytochemistry
| year = 2000
| volume =54
| issue = 2
| pages = 115-120}}
*{{cite journal|
| author =J. L. Hartwell, A. W. Schrecker
| title = Components of Podophyllin. V. The Constitution of Podophyllotoxin
| journal = [[Journal of the American Chemical Society]]
| year = 1951
| volume =73
| issue = 6
| pages = 2909 - 2916
| doi = 10.1021/ja01150a143}}
 
{{Antibiotics and chemotherapeutics for dermatological use}}
{{Antivirals}}
 
[[Category:Antivirals]]
 
[[nl:Podofyllotoxine]]
[[pl:Podofilotoksyna]]

Latest revision as of 17:33, 4 February 2015

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