Synthesis and Structure-Activity Relationships of Novel Nor-Seco Analogs of Taxol and Taxotere

Iwao Ojima*, Ivana Fenoglio, Young Hoon Park, Chung-Ming Sun, Giovanni Appendino, Paula Pera, Ralph J. Bernacki

*Corresponding author for this work

Research output: Contribution to journalLetter

27 Scopus citations

Abstract

Novel nor-seco analogs of taxol and taxotere are synthesized from 14-hydroxy-10-deacetylbaccatin III through periodic acid oxidation and NaBH3CN reduction, followed by coupling with the C-13 side chain precursors using a highly efficient β-lactam synthon method. The new reduced structure analogs show muted cytotoxicity aganist human cancer cell lines compared with taxol but still retain a certain level of activity despite the destruction of the A ring.

Original languageEnglish
Pages (from-to)515-517
Number of pages3
JournalJournal of Organic Chemistry
Volume59
Issue number3
DOIs
StatePublished - 1 Feb 1994

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