Abstract
The synthesis and biological evaluation of the two known phenolic metabolites of paclitaxel are described. The C3'-phenolic metabolite 2 of paclitaxel was prepared from 7-(triethylsilyl)-baccatin III (8) and enantioenriched N-benzoyl-2-azetidinone 7. The C2-phenolic metabolite 3 was synthesized from paclitaxel (1a) via selective C2 debenzoylation and reacylation.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Antineoplastic Agents, Phytogenic / chemical synthesis*
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Antineoplastic Agents, Phytogenic / pharmacology
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Molecular Structure
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Paclitaxel / chemistry
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Paclitaxel / metabolism*
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Phenol
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Phenols / metabolism*
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Tubulin / drug effects
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Tumor Cells, Cultured
Substances
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Antineoplastic Agents, Phytogenic
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Phenols
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Tubulin
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Phenol
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Paclitaxel