IREU Summer Research Projects: CPE-Lyon (France)

U.S. undergraduate students may apply for one of the following IREU summer projects at the CPE-Lyon in Villeurbanne, France.

See available research projects at:

CPE-Lyon Summer Research Projects

Application Instructions

Project Code
Project Title

Professor
CPE. 1 Synthesis of a Library of Bistramide A analogs Prof. Peter Goekjian and Dr. David Gueyrard, in collaboration with Janet Lord, Birmingham University; Jari Yli-Kauhaluoma, University of Helsinki; Olivier Piva, Universite Claude Bernard - Lyon
CPE. 2 Total Synthesis of Attenol A Dr. David Gueyrard and Prof. Peter Goekjian
CPE. 3 Total Synthesis of Broussonetine H and N Dr. David Gueyrard and Prof. Peter Goekjian

(CPE. 1) Synthesis of a Library of Bistramide A analogs

Prof. Peter Goekjian and Dr. David Gueyrard, in collaboration with Janet Lord, Birmingham University; Jari Yli-Kauhaluoma, University of Helsinki; Olivier Piva, Universite Claude Bernard - Lyon 1

Bistramide A is a marine natural product with a dual mode of action. It was originally identified as a specific PKC-delta activator, but recent studies by Kozmin et al. have identified actin as a principal target. We have recently completed the total synthesis of Bistramide A, and are interested in preparing a library of analogs in order to further probe the biological activity: Can we identify analogs that bind to actin, but do not activate PKC-delta? Similarly, can we identify analogs that activate PKC-delta but do not bind actin?

The synthesis is based on the preparation of spiroketals from carbohydrate derived lactones via exo-enol ethers, while the tetrahydropyran system is prepared by a kinetically controlled oxa-Michael cyclization. Different methods will be used to couple the three fragments.

(CPE. 2) Total Synthesis of Attenol A

Dr. David Gueyrard and Prof. Peter Goekjian

L’Attenol A was isolated in 1999 from Pinna attenuata and showed cytotoxic activity against P388 Leukemia cells. A total synthesis will be performed via the corresponding exo-cyclic enol ether.

(CPE. 3) Total Synthesis of Broussonetine H and N

Dr. David Gueyrard and Prof. Peter Goekjian

Broussenetine H and N will each be synthesized by coupling of a spiroketal fragment derived from valerolactone and a carbohydrate-derived pyrrolidine.

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