Synthesis of prodigiosene–estrogen conjugates: optimization of protecting group strategies and anticancer properties

Abstract

The tripyrrolic prodigiosene skeleton was conjugated to several estrogen ligands. The conjugation was achieved via an ester linker that proved to be unusually sensitive to hydrolysis during synthesis. This work describes the determination of an appropriate protecting group for the hydroxy groups of the estrogen linker. The anticancer properties of the target prodigiosene–estrogen conjugates were evaluated against breast cancer cells and some show selectivity for ER+ breast cancer cell lines.