| Abstract: | The synthesis of PGC2 methyl ester is described. Comparison of the synthetic material with the methyl ester prepared from natural PGC2 showed the two to be identical, thus confirming the structure assignment. The physical and biological data of PGC2 methyl ester are presented.Horton and Jones have recently shown that PGA1 (Ic) and PGA2 (Ia) are deactivated on incubation with cats blood (1,2). Jones has proposed that this deactivation involves the enzymic conversion of PGA (I) to an 11,12-double bond isomer (PGC, II) which is subsequently isomerized by base to the inactive PGB (III) (3). Structure assignment of the PGC's in the earlier study were based on chromatographic mobilities and uv and mass spectrometric properties. We report here a total synthesis of PGC2 methyl ester (IIb). Comparison of the biological and physical properties of this material with those of diazomethane-esterified natural material confirms the earlier structure assignment for PGC2 (IIa). |
