World Library  
Flag as Inappropriate
Email this Article


Article Id: WHEBN0003465039
Reproduction Date:

Title: Taxane  
Author: World Heritage Encyclopedia
Language: English
Subject: Paclitaxel, Larotaxel, Eribulin, Taxinine M, Reolysin
Collection: Microtubule Inhibitors, Mitotic Inhibitors, Taxanes
Publisher: World Heritage Encyclopedia


Baccatin III (left) Paclitaxel (right)

Taxanes are diterpenes produced by the plants of the genus Taxus (yews) featuring a taxadiene core. The are widely used as chemotherapy agents.[1][2] Taxane agents include paclitaxel (Taxol) and docetaxel (Taxotere). In 2010 another Taxane, cabazitaxel was FDA approved to treat hormone-refractory prostate cancer.

Taxanes present difficulties in formulation as medicines because they are poorly soluble in water.


  • Production 1
  • Mechanism of action 2
  • Substances 3
  • See also 4
  • References 5
  • External links 6


As their name suggests, taxanes were first derived from natural sources, but some have been synthesized artificially. Paclitaxel was originally derived from the Pacific yew tree. Taxanes are difficult to synthesize because of their numerous chiral centres — Taxol has 11 of these.

Mechanism of action

The principal mechanism of action of the taxane class of drugs is the disruption of microtubule function. Microtubules are essential to cell division, and taxanes stabilize GDP-bound tubulin in the microtubule, thereby inhibiting the process of cell division — a "frozen mitosis". Thus, in essence, taxanes are mitotic inhibitors. In contrast to the taxanes, the vinca alkaloids destroy mitotic spindles. Both taxanes and vinca alkaloids are, therefore, named spindle poisons or mitosis poisons, but they act in different ways. Taxanes are also thought to be radiosensitizing.


Hongdoushans A-C are oxygenated taxane diterpenes, isolated from the wood of Taxus wallichiana. Hongdoushan A (C29H44O7), hongdoushan B (C27H40O7), and hongdoushan C (C27H42O6) are reported to have anticancer activity in vitro.[3]

See also


  1. ^ Hagiwara, H.; Sunada, Y. (2004). "Mechanism of taxane neurotoxicity". Breast cancer (Tokyo, Japan) 11 (1): 82–85.  
  2. ^ Rowinsky, MD, Eric K. (February 1997). "THE DEVELOPMENT AND CLINICAL UTILITY OF THE TAXANE CLASS OF ANTIMICROTUBULE CHEMOTHERAPY AGENTS". Annual Review of Medicine 48 (1): 353–374.  
  3. ^ Banskota AH, Usia T, Tezuka Y, Kouda K, Nguyen NT, Kadota S (2002). "Three new C-14 oxygenated taxanes from the wood of Taxus yunnanensis.". J Nat Prod 65 (11): 1700–2.  

External links

  • Media related to at Wikimedia Commons

This article was sourced from Creative Commons Attribution-ShareAlike License; additional terms may apply. World Heritage Encyclopedia content is assembled from numerous content providers, Open Access Publishing, and in compliance with The Fair Access to Science and Technology Research Act (FASTR), Wikimedia Foundation, Inc., Public Library of Science, The Encyclopedia of Life, Open Book Publishers (OBP), PubMed, U.S. National Library of Medicine, National Center for Biotechnology Information, U.S. National Library of Medicine, National Institutes of Health (NIH), U.S. Department of Health & Human Services, and, which sources content from all federal, state, local, tribal, and territorial government publication portals (.gov, .mil, .edu). Funding for and content contributors is made possible from the U.S. Congress, E-Government Act of 2002.
Crowd sourced content that is contributed to World Heritage Encyclopedia is peer reviewed and edited by our editorial staff to ensure quality scholarly research articles.
By using this site, you agree to the Terms of Use and Privacy Policy. World Heritage Encyclopedia™ is a registered trademark of the World Public Library Association, a non-profit organization.

Copyright © World Library Foundation. All rights reserved. eBooks from Project Gutenberg are sponsored by the World Library Foundation,
a 501c(4) Member's Support Non-Profit Organization, and is NOT affiliated with any governmental agency or department.