Taxol photoaffinity labels 2. Synthesis and biological evaluation of N-(4-azidobenzoyl)-N-debenzoyltaxol, N-(4-azido-2,3,5,6-tetrafluorobenzoyl)-N-debenzoyltaxol, and 7-(4-azido-2,3,5,6-tetrafluorobenzoyl)taxol

Gunda I. Georg, Geraldine C B Harriman, Haeil Park, Richard H. Himes

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

Biologically active photoaffinity labeled analogues of taxol (6, 8 and 9) have been synthesized utilizing (3R,4S)-3-hydroxy-4-phenyl-2-azetidinones, produced via the ester enolate-imine cyclocondensation reaction, and the diterpene baccatin III (2). Photoaffinity label 8 proved to be the most active taxol photoaffinity label synthesized to date in addition to having the most similar structure to that of the parent, taxol.

Original languageEnglish (US)
Pages (from-to)487-490
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume4
Issue number3
DOIs
StatePublished - Feb 10 1994

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