Document Report Card

Basic Information

ID: ALA4346762

Journal: Bioorg Med Chem Lett

Title: Design, synthesis and anticancer activity of constrained sphingolipid-phenoxazine/phenothiazine hybrid constructs targeting protein phosphatase 2A.

Authors: Garsi JB, Vece V, Sernissi L, Auger-Morin C, Hanessian S, McCracken AN, Selwan E, Ramirez C, Dahal A, Romdhane NB, Finicle BT, Edinger AL.

Abstract: Inspired by the cytotoxicity of perphenazine toward cancer cells and its ability to activate the serine/threonine protein phosphatase 2A (PP2A), we prepared series of ether-carbon linked analogs of a constrained synthetic sphingolipid analog 3, known for its cytotoxicity, nutrient transporter down-regulation and vacuolation properties, incorporating the tricyclic neuroleptics phenoxazine and phenothiazine to represent hybrid structures with possible synergistic cytotoxic activity. While the original activity of the lead compound 3 was diminished by fusion with the phenoxazine or phenothiazine tethered moieties, the corresponding 3-pyridyltetryl ether analog 10 showed cytotoxicity and nutrient transporter down-regulation similar to the lead compound 3, although it separated these PP2A-dependent phenotypes from that of vacuolation.

CiteXplore: 31383588

DOI: 10.1016/j.bmcl.2019.07.023