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Podophyllotoxin

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Definition: A lignan (LIGNANS) found in PODOPHYLLIN resin from the roots of PODOPHYLLUM plants. It is a potent spindle poison, toxic if taken internally, and has been used as a cathartic. It is very irritating to skin and mucous membranes, has keratolytic actions, has been used to treat warts and keratoses, and may have antineoplastic properties, as do some of its congeners and derivatives.  /biosyn permitted if by plant   
Pharmacological Action Antineoplastic Agents, Phytogenic; Keratolytic Agents; Tubulin Modulators 		Other names Epipodophyllotoxin; Yamanouchi Brand of Podophyllotoxin; Wolff Brand of Podophyllotoxin; Warticon; Wartec; Stiefel Brand of Podophyllotoxin; Podophyllotoxin, (5R-(5 alpha,5a beta,8a alpha,9 b; Podophyllotoxin, (5R-(5 alpha,5a alpha,8a beta,9 a; Podophyllotoxin, (5R-(5 alpha,5a alpha,8a alpha,9 ; Podophyllotoxin, (5R-(5 alpha,5a alpha,8a alpha,9 ; Podofilox; Podofilm; Podocon-25; Paladin Brand of Podophyllotoxin; Paddock Brand of Podophyllotoxin; Oclassen Brand of Podophyllotoxin; Newport Brand of Podophyllotoxin; Hamilton Brand of Podophyllotoxin; Fides Ecopharma Brand of Podophyllotoxin; CondyloxDrugs* : CONDYLOX; PODOFILOX
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
4-((4'-benzylpiperdin-4-yl)amino)-4'-O-demethylepipodophyllotoxin  0   *Piperidines Podophyllotoxin/*analogs & derivatives Topoisomerase II Inhibitors. Cancer Sci. 2012 Jan;103(1):80-7.
4-((4-(pyrrolidin-1-ylmethyl)phenyl)amino)-4'-O-demethyl-4-epipodophyllotoxin  0   Podophyllotoxin/*analogs & derivatives. Invest New Drugs. 2011 Oct;29(5):786-99.
2-azapodophyllotoxin  0   Podophyllotoxin/*analogs & derivatives. Chemistry. 2011 Apr 18;17(17):4905-13
6-methoxypodophyllotoxin 7-O-n-hexanoate  0   Podophyllotoxin/*analogs & derivatives. Planta Med 2010 May;76(7):719-21
4'-demethylepipodophyllic acid  0   Podophyllotoxin/*analogs & derivatives. Bioprocess Biosyst Eng 2010 Feb;33(2):237-46
L1EPO agent  0   Podophyllotoxin/*analogs & derivatives. Biol Pharm Bull. 2009 Apr;32(4):609-13
F14512  0   Podophyllotoxin/*analogs & derivatives. Cancer Res 2008 Dec 1;68(23):9845-53
4-O-amino-phenol-4'-demethylepipodophyllotoxin ether  0   *Ethers Podophyllotoxin/*analogs & derivatives. J Pharm Pharmacol. 2008 Feb;60(2):179-88
4'-demethyldesoxypodophyllotoxin  0   Podophyllotoxin/*analogs & derivatives. Phytochemistry. 2005 Dec;66(23):2745-51
podophyllic acid  0   Podophyllotoxin/*analogs & derivatives. Zhong Yao Cai 2005 Feb;28(2):111-3
4-O-podophyllotoxinyl 12-hydroxyl-octadec-Z-9-enoate  0   *Oleic Acids Podophyllotoxin/*analogs & derivatives. Lipids 2005 Mar;40(3):303-8
6-methoxypodophyllotoxin  0   Podophyllotoxin/*analogs & derivatives. Acta Pharm 2004 Dec;54(4):347-51
11-oxo-13-deoxo-4'-demethylepipodophyllotoxin 4-(N-(2-(N',N'-dimethylaminoethyl)))carbamate  0   *Carbamates Podophyllotoxin/*analogs & derivatives. J Med Chem 2005 Jan 27;48(2):593-603
4'-demethylepipodophyllotoxin 4-(N-(2-(N',N'-dimethylaminoethyl)))carbamate  0   *Carbamates Podophyllotoxin/*analogs & derivatives. J Med Chem 2005 Jan 27;48(2):593-603
4-(4-methylpiperazinyl)sulfonamido-4'-O-demethyl-4-desoxypodophyllotoxin  0   *Sulfonamides Podophyllotoxin/*analogs & derivatives. J Med Chem 2004 Apr 22;47(9):2365-74
4-morpholinosulfonamido-4'-O-demethyl-4-desoxypodophyllotoxin  0   *Sulfonamides Podophyllotoxin/*analogs & derivatives. J Med Chem 2004 Apr 22;47(9):2365-74
4-aza-2,3-didehydropodophyllotoxin  0   Podophyllotoxin/*analogs & derivatives. Org Lett 2002 Sep 19;4(19):3187-9
4-demethyl-picropodophyllotoxin 7'-O-glucopyranoside  0   *Glucosides Podophyllotoxin/*analogs & derivatives. Chem Pharm Bull (Tokyo) 2001 Jun;49(6):773-5
podophyllotoxin 4-O-glucopyranoside  0   *Glucosides Podophyllotoxin/*analogs & derivatives. Planta Med 2001 Feb;67(1):97-9
2-fluoropodophyllotoxin  0   Podophyllotoxin/*analogs & derivatives. J Med Chem 2001 Apr 26;44(9):1422-8
picropodophyllin  0   Podophyllotoxin/*analogs & derivatives Insulin-Like Growth Factor I Podophyllum. J Org Chem. 2000 Feb 11;65(3):847-60
2-hydroxy-4'-demethyldesoxypodophyllotoxin  0   Podophyllotoxin/*analogs & derivatives. Acta Crystallogr C 2000 Feb;56( Pt 2):199-200
N-podophyllic acid-N''-(4-(2,2,6,6-tetramethyl-1-piperidinyloxy))thiosemicarbazide  0   Podophyllotoxin/*analogs & derivatives. Chung Kuo Yao Li Hsueh Pao 1998 Nov;19(6):501-5
picropodophyllin-1-ethyl ether  106709-55-1   Podophyllotoxin/*analogs & derivatives. Yao Hsueh Hsueh Pao 1993;28(9):690-4
5-methoxydehydropodophyllotoxin  151703-06-9   Podophyllotoxin/*analogs & derivatives Lignans Lamiaceae. J Nat Prod 1993 Oct;56(10):1728-36
4-O-butanoyl-4'-demethylpodophyllotoxin  153448-17-0   Podophyllotoxin/*analogs & derivatives. Cancer Chemother Pharmacol 1993;32(4):293-300
GP 11  87435-55-0   *Cyclic N-Oxides *Podophyllotoxin. Anticancer Drug Des 1993 Jun;8(3):193-202
DeNK 611  147624-99-5   Podophyllotoxin/*analogs & derivatives. Biomed Chromatogr 1993 Mar-Apr;7(2):82-5
picropolygamain  98819-09-1   Podophyllotoxin/*analogs & derivatives. J Nat Prod 1992 Dec;55(12):1768-71
NK 611  105760-98-3   Podophyllotoxin/*analogs & derivatives. Gan To Kagaku Ryoho 1993 Mar;20(4):473-7
5-methoxypodophyllotoxin  128443-52-7 Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-10-methoxy-5-(3,4,5-trimethoxyphenyl)-, (5R-(5alpha,5abeta,8aalpha,9alpha))  Podophyllotoxin/*analogs & derivatives. J Nat Prod 1992 Jan;55(1):102-10
4'-demethylepipodophyllotoxin  6559-91-7 Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R-(5alpha,5abeta,8aalpha,9beta))  Podophyllotoxin/*analogs & derivatives. Mol Pharmacol 1991;40(6):965
GP 7  125670-69-1 1-Piperidinyloxy, 4-((5,5a,6,8,8a,9-hexahydro-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxofuro(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-5-yl)amino)-2,2,6,6-tetramethyl-, (5alpha,5abeta,8aalpha,9beta)  Podophyllotoxin/*analogs & derivatives. Chung Kuo Yao Li Hsueh Pao 1991;11(6):549
CECA protocol  0   *Antineoplastic Combined Chemotherapy Protocols Cisplatin Cyclophosphamide Doxorubicin Podophyllotoxin. J Clin Oncol 1991;9(6):1045
podophyllic acid piperidyl hydrazone nitroxide radical  116003-93-1   Podophyllotoxin/*analogs & derivatives. Chung Kuo Yao Li Hsueh Pao 1989;10(4):377
VPIV protocol  0   *Antineoplastic Combined Chemotherapy Protocols Ifosfamide Podophyllotoxin Vindesine. Cancer Chemother Pharmacol 1986;18 Suppl 2:S40
alpha-peltatin  568-53-6   Podophyllotoxin/*analogs & derivatives. J Med Chem 1986;29(8):1547
VIP protocol 2  0   *Antineoplastic Combined Chemotherapy Protocols Cisplatin Ifosfamide Podophyllotoxin. J Clin Oncol 1986;4(4):528
BEAM protocol  0   *Antineoplastic Combined Chemotherapy Protocols Carmustine Cytarabine Melphalan Podophyllotoxin. Cancer Chemother Pharmacol 1986;16(2):170
VPA protocol  0   *Antineoplastic Combined Chemotherapy Protocols Doxorubicin Podophyllotoxin. Zb Vojnomed Akad 1983;25:40
RATE protocol  0   *Antineoplastic Combined Chemotherapy Protocols Cytarabine Daunorubicin Podophyllotoxin Thioguanine. J Clin Pathol 1984;37(11):1259
4'-demethylepipodophyllotoxin-9 beta-glucopyranoside  23363-35-1   Podophyllotoxin/*analogs & derivatives. JNCI 1984;73(1):241
EVAC protocol  0   *Antineoplastic Combined Chemotherapy Protocols Cyclophosphamide Doxorubicin Podophyllotoxin Vincristine. J Clin Oncol 1983;1(8):483
compound 27-487  72823-92-8 Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-9-((4,6-O-(1-methyl-4-piperidinylidene)-beta-D-glucopyranosyl)oxy)-, hydrochloride, (5R-(5alpha,5abeta,8aalpha,9beta))  Podophyllotoxin/*analogs & derivatives. J Cancer Res Clin Oncol 95(3):233;1979
beta-peltatin A-alpha-L-arabinofuranoside  60347-79-7   Podophyllotoxin/*analogs & derivatives. Cancer Treat Rep 61(8):1489;1977; Carbohydr Res 48(2):277;1976; Neoplasma 25(4):377;1978; Pharmazie 33(6):358;1978
5'-desmethyldeoxypodophyllotoxin  0   Podophyllotoxin/*analogs & derivatives. J Pharm Sci 66(6):892;1977
deoxypodophyllotoxin  69222-20-4 5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one  Podophyllotoxin/*analogs & derivatives. Aust J Biol Sci 29(1,2):99;1976; J Med Chem 1980;23(5):546; J Pharm Sci 66(6):892;1977; Yakugaku Zasshi 1979;99(6):674
beta-peltatin A methyl ether  23978-65-6   Podophyllotoxin/*analogs & derivatives. Aust J Biol Sci 29(1,2):99;1976; J Org Chem 40(1):28;1975
mitopodozide  1904-80-9   Podophyllotoxin/*analogs & derivatives.
Pharma Action Antineoplastic Agents 		Acta Pol Pharm 34(4):441;1977; Bull Cancer (Paris) 62(1):38;1975; Exp Cell Res 99(2):207;1976; Leber Magen Darm 8(2):111;1978; Reumatology 16(2):245;1978; Strahlentherapie 153(8):545;1977; Vutr Boles 16(3):47;1977

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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