TOTAL SYNTHESIS OF ISOPROSTANOIDS
A flexible strategy toward D, E and F-types
In 2008, we have developped an efficient access to isoprostanoids type D, E and F, leading to the synthesis of more than 40 compounds.
For more details on the total synthesis, see the publications.
A new strategy toward A- and J-types
In recent years thanks to the thesis of Tereza Pavlickova, we designed a strategy to access A- and J-type. These strategy is based on our work around isoketal structures, employing Michael organocatalyzed addition and RCM metathesis to create the main core of the structure.
This was a very long journey, full of surprises!
This work will soon be published!
ALL ISOPROSTANOIDS AVAILABLE
Thanks to our synthetic strategy, several isoprostanoids are now available in our laboratory.
People interested by these compounds as biomarkers of oxidative stress or to test their biological properties can contact us for collaboration.
TOTAL SYNTHESIS OF PROSTAGLANDIN-TYPE OXYLIPINS
Another strategy using powerful organocatalysis
In 2020, we developped an efficient access to prostaglandin like compounds. The purpose of our work was to prove that prostaglandins (trans-configurated lateral chains) are formed non-enzymatically. We focused our efforts on DHA and EPA derivatives.
For more details, see article n°99 in publication page.
ISOPROSTANOIDS NOMENCLATURE
Since the discovery of isoprostanes by Jason Morrow in the 90's, research in the field of non-enzymatic metabolites of PUFA exploded. Isoprostane structures were discovered from other PUFA than arachidonic acid, and accordingly to the parent PUFA other names were given to the discovered metabolites, such as neuroprostanes, phytoprostanes. In 1998, nomenclatures were thus proposed by Douglass Taber and Josuah Rockach. In 2024 and because of the huge development of the field, disgression in the first nomenclature proposed and limitations of this later, we proposed an update of the nomenclature system of Douglass Taber.
This work in under revision and will soon be published in Journal of Lipid Research! Check it out!