PGE2, structure

Therapeutic Function Oxytocic abortifacient Chemical Name 11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic acid Common Name Prostaglandin E2, PGE2 Structural Formula o... 

Another series of analogues, based on the 11-deoxy-PGEi [120] and PGE2 structures, have been studied in considerable detail by a number of groups. The potential advantages enjoyed by these compounds arises from the fact that they are more stable than the natural series (PGEi and PGE2 readily dehydrate to... 

In the pharmaceutical literature some pyrazoles fused to the prostaglandin structure are cited. Thus, 9,ll-azo-PGE2 (701), a stable endoperoxide analogue that is eight times as potent as PGG2, is a compound that specifically blocks TXA2 synthetase (79MI40401). 

Figure 11.26 The structures of the prostaglandin E series produced from three polyunsaturated fatty acids containing 20 carbon atoms but a different number of double bonds. The number of double bonds in the three different acids produces prostaglandins of the E series with a different number of double bonds outside the cyclopentane ring. It is this number which influences the function of the prostaglandin and similarly the function of prostacyclins and thromboxanes (see text). Note, PGEi has one double bond, PGE2 has two double bonds and PGE3 has three double bonds outside the cyclopentane ring.

Structure of prostaglandin E2. All prostaglandins are derived from C20 fatty acids. The PG stands for prostaglandin. The E specifies the position of oxygen substituents, and the subscript refers to the number of double bonds. From the structure it can be seen that the double bonds of PGE2 are transit3 and cAA5. 

The number after the capital letter is usually written as a subscript and is used to designate the number of unsaturated bonds in the PG side chains and not within the ring structure itself. In PGEi, for example, a double bond exists between C-13 and C-14 in the 2 series (PGE2), a double bond exists between C-13 and C-14 and between C-5 and... 

---