Structures of the major human metabolites of docetaxel (RP 56976 - Taxotere®)
✍ Scribed by B. Monegier; C. Gaillard; S. Sablé; M. Vuilhorgne
- Book ID
- 104214304
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 271 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
AbtMtlU:ThC-of the main hwnan merabolitc~ ef doataxel (RP ~97~T~) isolated from human faces have been estdihd using HPLC/MS-MS and 6OOMHz N?dR expcrimeMs. Them mctabolitcs Bit C-13 side Chain oxidation derivatives of the parw* compound. Docetaxel 1 (RP 56976, Taxotere@) is a semisynthetic compound obtained via direct acylation at the C-13 position of lo-deacetyl baccatin III (DAB) extracted &rn the leaves of Tm baccata L. l. Docetaxel as well as paclitaxel (TaxolQD) are currently cun&dered as among the most promising drugs in Cancer Research *_ Docetaxel in&f&es with the ~~~~e -tubulin system in eukaryotic cells. It shows excellent anti-tumor activity and is actually in phase II clinical trials.
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The stereospeci®c synthesis of 6-a-hydroxy paclitaxel 10, the major human metabolite of paclitaxel, is described. The 6,7-a-diol 4, obtained from paclitaxel, is converted to the 6,7-b-cyclic sulfate followed by nitrate addition and reduction to aord the title compound.