User:Mr. Ibrahem/Podophyllotoxin

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Mr. Ibrahem/Podophyllotoxin
Clinical data
Trade namesCondylox, Warticon, Wartec, others
Other namesPodofilox,[1] (5R,5aR,8aR,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
AHFS/Drugs.comMonograph
MedlinePlusa684055
Pregnancy
category
  • C
Pharmacokinetic data
Elimination half-life1.0 to 4.5 hours.
Identifiers
  • (10R,11R,15R,16R)-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.03,7.011,15]hexadeca-1,3(7),8-trien-12-one
Chemical and physical data
FormulaC22H22O8
Molar mass414.410 g·mol−1
3D model (JSmol)
Melting point183.3 to 184 °C (361.9 to 363.2 °F)
  • COc1cc(cc(c1OC)OC)[C@@H]2c3cc4c(cc3[C@@H]([C@@H]5[C@@H]2C(=O)OC5)O)OCO4
  • InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19-,20-/m0/s1 checkY
  • Key:YJGVMLPVUAXIQN-XVVDYKMHSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Podophyllotoxin (PPT), also known as podofilox, is a medication used to treat genital warts and molluscum contagiosum.[2][1] It is not recommended for HPV infections without external warts.[2] It is applied to the affected skin by a healthcare provider or the person themselves.[2]

Common side effects include burning, pain, and redness at the site of application.[2] It is a non-alkaloid toxin lignin extracted from Podophyllum.[3] A less refined form known as podophyllum resin is also available, but has greater side effects.[4][5]

Podophyllotoxin was first isolated in 1880.[6] It was approved for medical use in the United States in 1990.[2] It is on the World Health Organization's List of Essential Medicines as an alternative to podophyllum resin.[7] In the United States a bottle of 3.5 ml costs about 30 USD as of 2021.[8] It is sold under the brand names Condyline and Warticon among others.[1]

References[edit]

  1. ^ a b c d "Podophyllotoxin for anogenital warts; Podophyllotoxin info". patient.info. Archived from the original on 2018-05-07. Retrieved 2018-05-06.
  2. ^ a b c d e f g "Podofilox". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  3. ^ Xu H, Lv M, Tian X (2009). "A review on hemisynthesis, biosynthesis, biological activities, mode of action, and structure-activity relationship of podophyllotoxins: 2003-2007". Current Medicinal Chemistry. 16 (3): 327–49. doi:10.2174/092986709787002682. PMID 19149581.
  4. ^ "Podophyllum Resin". The American Society of Health-System Pharmacists. Archived from the original on 22 December 2016. Retrieved 8 December 2016.
  5. ^ World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. p. 307. hdl:10665/44053. ISBN 9789241547659.
  6. ^ Cragg GM, Kingston DG, Newman DJ (2011). Anticancer Agents from Natural Products, Second Edition (2 ed.). CRC Press. p. 97. ISBN 9781439813836. Archived from the original on 2021-07-01. Retrieved 2021-10-04.
  7. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.
  8. ^ "Condylox Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 29 September 2016. Retrieved 28 October 2021.
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