10-Deacetylbaccatin

10-Deacetylbaccatin (pronunciation: ten-dee-uh-see-til-buh-kat-in) is a precursor in the biosynthesis of the anti-cancer drug Taxol. It is a natural organic compound isolated from the Pacific yew tree (Taxus brevifolia) and related species.

Etymology

The term "10-Deacetylbaccatin" is derived from the process of deacetylation, which refers to the removal of an acetyl group, and "baccatin," a type of diterpenoid.

Chemistry

10-Deacetylbaccatin is a member of the class of compounds known as taxanes and taxoids. These are diterpenoids with a structure based on the taxane skeleton, which is characterized by a diterpene core embellished with functional groups.

Biosynthesis

The biosynthesis of 10-Deacetylbaccatin involves the cyclization of geranylgeranyl pyrophosphate (GGPP) to form taxa-4(5),11(12)-diene, which is then converted to baccatin III through a series of hydroxylation and acylation steps. Baccatin III is then deacetylated to form 10-Deacetylbaccatin.

Medical Use

10-Deacetylbaccatin is used as a precursor in the semi-synthesis of the anti-cancer drug Taxol. Taxol has been found to be effective in the treatment of various types of cancers, including ovarian, breast, and lung cancers.

Related Terms

• Taxol
• Taxus brevifolia
• Diterpene
• Geranylgeranyl pyrophosphate
• Baccatin III

External links

• Medical encyclopedia article on 10-Deacetylbaccatin
• Wikipedia's article - 10-Deacetylbaccatin

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