Revista de Chimie (Rev. Chim.), Year 2016, Volume 67, Issue 1,
Constantin I. Tanase, Florea Cocu, Constantin Draghici, Miron T. Caproiu, Catalina Negut, Denisa Ioana Udeanu
Acylated Prodrugs of PGF2a Analogues
Abstract:
The synthesis of triacylated Cloprostenol isopropyl ester 2a-2d were realized for improving the hydrophobic character of the molecule and thus to increase the uptake of these prodrugs into the cell through the cellular membrane. The same was realized for Bimatoprost by acetylation of all 9,11,15-hydroxyl groups. Cloprostenol-1-ethanolamide was esterified to the four hydroxyl groups of the molecule. In the esters synthesized, the chain of the acid was varied from acetyl to oleoyl and stearoyl. The structure of the prodrug compounds was confirmed by 1H- and 13C-NMR spectra.
