Solid-phase synthesis of spiro-pyrrolidine-oxindols: Congeners of natural spirotryprostatins

ORGN 586

Johannes Koebberling, johannes.koebberling@bayerhealthcare.com, Yolanda Cancho-Grande, and Franz von Nussbaum. Medicinal Chemistry, Bayer Healthcare, Aprather Weg, 42096 Wuppertal, Germany
Prenylated tryptophan-alkaloids, isolated from fungi, are a good example of nature's impressive ability to construct structurally diverse compound libraries from a limited panel of simple starting materials that are structurally not diverse at all. Within this series many bioactive secondary metabolites like the spirotrypostatins with anti-tumor activity have been described and synthesized. We herein report the solid phase synthesis of 6-demethoxy-spirotryprostatin A as well as a library of spiro-pyrrolidine-oxindols, congeners of natural spirotryprostatins on solid phase.