Podophyllotoxin
Podophyllotoxin is a non-alkaloid lignan found in species of Podophyllum that exhibits anticancer and antiviral activities. Podophyllotoxin displays antimitotic action, binding tubulin and inhibiting mitotic spindle formation. Derivatives of this compound inhibit topoisomerase II. In gastric cancer cells, podophyllotoxin induces G2/M phase cell cycle arrest and apoptosis, decreases the mitochondrial membrane potential, increases cytochrome c release, and inhibits cellular proliferation. Podophyllotoxin is occasionally clinically used to treat human papilloma virus (HPV) infection, as it inhibits viral reproduction through inhibition of E2 protein activity.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18955308
Cas No. |
518-28-5 |
---|---|
Purity |
≥90% |
Formula |
C22H22O8 |
Formula Wt. |
414.41 |
Chemical Name |
(5R,5aR,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo(3,4:6,7)naphtho(2,3-d)- 1,3-dioxol-6(5aH)-one |
IUPAC Name |
(5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one |
Synonym |
Podofilox; Podophyllinic acid lactone |
Melting Point |
114-118°C : After drying 183-184°C |
Solubility |
Slightly soluble in water. |
Appearance |
White crystal powder |
Ji CF, Ji YB. Apoptosis of human gastric cancer SGC-7901 cells induced by podophyllotoxin. Exp Ther Med. 2014 May;7(5):1317-1322. PMID: 24940431.
Ramírez-Fort MK, Au SC, Javed SA, et al. Management of cutaneous human papillomavirus infection: pharmacotherapies. Curr Probl Dermatol. 2014;45:175-85. PMID: 24643186.
Li J, Dai CX, Sun H, et al. Protective effects and mechanisms of curcumin on podophyllotoxin toxicity in vitro and in vivo. Toxicol Appl Pharmacol. 2012 Dec 1;265(2):190-9. PMID: 23088858.