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- W2951296475 abstract "Publisher Summary This chapter focuses on the chemistry of Taxol® side chain. It describes a variety of chiral and non-chiral approaches to the synthesis of α-hydroxy-β-amino acid derivative and its mode of attachment to 10-desacetylbaccatin III (10-DAB). The chapter discusses chemistry and biology of the side-chain modified analogs and their structure-activity relationship (SAR). Conformation of Taxol® side chain in relation to the core and the biological mode of action is also summarized. Taxol® is a complex antineoplastic diterpene isolated from Taxus brevifolia. It has been approved for the treatment of cisplatin-refractory ovarian cancer and metastatic breast cancer. The cytotoxicity of this drug is due to microtubule-mediated interruption of mitosis, which occurs through tubulin polymerization and formation of extremely stable and non-functional microtubules, which are abnormally resistant to depolymerization. (S)-phenylglycine, available from the natural chiral pool, is employed as starting material in the synthesis of Taxol® and Taxotere® side chains. Davies reported a synthesis of Taxol® side chain based upon asymmetric tandem conjugate addition-electrophilic hydroxylation of tert butyl cinnamate." @default.
- W2951296475 created "2019-06-27" @default.
- W2951296475 creator A5058104014 @default.
- W2951296475 date "1995-01-01" @default.
- W2951296475 modified "2023-09-27" @default.
- W2951296475 title "6 The chemistry of the Taxol® side chain: Synthesis, modifications and conformational studies" @default.
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- W2951296475 doi "https://doi.org/10.1016/s0165-7208(06)80020-6" @default.
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