Podophyllotoxin

Podophyllotoxin
	File:Podophyllotoxin.png
Clinical data
ATC code	D06BB04 (WHO) ;
Pharmacokinetic data
Elimination half-life	1.0 to 4.5 hours.
Identifiers
	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;
CAS Number	518-28-5;
PubChem CID	10607;
DrugBank	APRD01189;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C22H22O8
Molar mass	414.405 g/mol

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 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 genital warts.

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.

nl:Podofyllotoxine

v t e Antibiotics and chemotherapeutics for dermatological use (D06)
Antibiotics: tetracycline and derivatives	Demeclocycline - Chlortetracycline - Oxytetracycline - Tetracycline
Antibiotics: other	Fusidic acid - Chloramphenicol - Neomycin - Bacitracin - Gentamicin - Tyrothricin - Mupirocin - Nadifloxacin - Virginiamycin - Rifaximin - Amikacin
Chemotherapeutics: sulfonamides	Silver sulfadiazine - Sulfathiazole - Mafenide - Sulfamethizole - Sulfanilamide - Sulfamerazine
Chemotherapeutics: antivirals	Idoxuridine - Tromantadine - Aciclovir - Podophyllotoxin - Inosine - Penciclovir - Lysozyme - Ibacitabine - Edoxudine - Imiquimod - Docosanol
Chemotherapeutics: other	Metronidazole

v t e Antivirals, other than for HIV (primarily J05, also S01AD and D06BB)
Anti-herpesvirus (DNA, I)	guanine analogues (Aciclovir, Famciclovir, Ganciclovir, Penciclovir, Valaciclovir, Valganciclovir) • nucleoside analogues (Idoxuridine, Trifluridine, Vidarabine) • Cidofovir • Docosanol • Fomivirsen • Foscarnet • Tromantadine
HPV/MC (DNA, I)	Imiquimod • Podophyllotoxin
Hepatitis B (DNA, VII)	Adefovir • Interferon alfa-2b • Pegylated interferon alfa-2a • Entecavir • Lamivudine • Telbivudine • Tenofovir^†
Hepatitis C (RNA, IV)	Pegylated interferon alpha • Ribavirin • Taribavirin^† • Boceprevir^†
Picornavirus (RNA, IV)	Pleconaril^†
Anti-influenza agents (RNA, V)	Arbidol adamantane derivatives/M2 inhibitors (Amantadine, Rimantadine) neuraminidase inhibitors (Oseltamivir, Zanamivir, Peramivir^†)
HIV (Reverse, VI)	See HIV pharm
Other antiviral agents	general (Inosine, Interferon)
^†Undergoing clinical trials, not FDA approved.

Clinical data
File:Podophyllotoxin.png
ATC code	D06BB04 (WHO)
Pharmacokinetic data
Elimination half-life	1.0 to 4.5 hours.
Identifiers
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
CAS Number	518-28-5
PubChem CID	10607
DrugBank	APRD01189
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C₂₂H₂₂O₈
Molar mass	414.405 g/mol

Podophyllotoxin

References

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