Cyclohexane analogues of the prostaglandins

Synthesis and Biological Activity of a Novel 11a-Homo (Cyclohexyl) Prostaglandin

“…b Standard error of the mean. c Relative to cloprostenol (6). d Number of times the ligand has been evaluated in this system; each evaluation is the average of a triplicate run.…”

“…We were mindful at the outset of our studies of two previously published reports concerning the synthesis of 11a-homo PGF 2 α analogues 4 and 5 . , The authors' qualitative observations were that these ligands are less potent in the appropriate FP receptor-linked assay than is PGF 2 α . We felt that a better test for the viability of cyclohexyl FP receptor agonists would be to perform this modification on the a ligand known to be a more potent agonist at the FP receptor, namely cloprostenol ( 6 ) .…”

“…We were mindful at the outset of our studies of two previously published reports concerning the synthesis of 11a-homo PGF 2R analogues 4 6 and 5. 7,8 The authors' qualitative observations were that these ligands are less potent in the appropriate FP receptorlinked assay than is PGF 2R .…”

“…7,8 The authors' qualitative observations were that these ligands are less potent in the appropriate FP receptorlinked assay than is PGF 2R . We felt that a better test for the viability of cyclohexyl FP receptor agonists would be to perform this modification on the a ligand known to be a more potent agonist at the FP receptor, namely cloprostenol (6). 9 Our target therefore was the cyclohexane analogue (7) of this compound.…”