SYNTHETICAL STUDIES ON ARACHIDONIC ACID METABOLITES FOR DIAGNOSTIC PURPOSES

Prostaglandins (PGs) are the principal metabolites of arachidonic acid. The basic prostaglandin skeleton is that of a cyclized C20 fatty acid containing a cyclopentane ring, a C7 side-chain with the carboxyl function (α-chain), and a C8 side-chain with the methyl terminus (ω-chain). They are now known to occur widely in animal tissues, but only in tiny amounts, and they have been found to exert a wide variety of pharmacological effects on humans and animals. The quantification of PGs in biological fluids is often affected by artifacts or ex vivo generation of these molecules during the sampling. The measurement of free eicosanoids and their metabolites in urine is a non-invasive and representative method for the determination of their systemic production. For these reasons the synthesis of prostaglandins derivatives is important to obtain useful standards for diagnostic purposes. With this study we propose a new synthesis of the PGE2-urinary metabolite and the synthetical study on the probable urinary metabolite of the 15d-PGJ2.Both synthetical approaches use the TBS-Corey Aldehyde as principal building block that permit easy and flexible three component stnthesis.