Methyl (S)-(5-methylidene-4-oxocyclopent-2-en-1-yl)acetate as a readily available pharmacologically important subunit of cross-conjugated cyclopentenone prostaglandins

Chemical F/J‐Interconversion in the Prostaglandin Family: From Cloprostenol to Its Δ12‐J2 and 15‐Deoxy‐Δ12,14‐J2 Derivatives

“…Presumably, compounds with natural configurations of the chiral centers are supposed to be more active. Table 5 shows the comparative data on the cytotoxicity of (�)and (+)-exomethylidenecyclopentenone 30, that we suggested as a simpler structure of bioisostere cross-conjugated cyPG, in particular, Δ 12 -PGJ 3 33 (Figure 5). As it was expected, cyPG( + )-30 with the natural configuration at C8 is 2-5 times more active than ( � )-30 (Table 5).…”