Spirobicyclo[2.2.2]octane Derivatives: Mimetics of Baccatin III and Paclitaxel (Taxol).

Abstract

Terpenes U 0200 Spirobicyclo[2.2.2]octane Derivatives: Mimetics of Baccatin III and Paclitaxel (Taxol). -Model compound (I) is assigned by computer program and prepared for pharmacological studies. The expected microtubule stabilization, however, is not observed. -(ALMQVIST, F.; MANNER, S.; THORNQVIST, V.; BERG, U.; WALLIN, M.; FREJD*, T.; Org.

Recent Progress in the Chemistry and Biology of Paclitaxel (TaxolTM) and Related Taxanes

“…In a more recent effort [186], the baccatin core of paclitaxel was mimicked by a spirobicyclo-[2,2,2]-octane derivative designed by computer modeling. The target compound 3.2.29 was synthesized in six steps from a simple starting material (Figure 8.40).…”