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Synthesis and Platelet Aggregation Inhibiting Activity of Acid Side‐chain Modified Hydantoin Prostaglandin Analogues

A series of hydantoin prostaglandin analogues, in which the hexamethylene moiety of the acid side chain was replaced by other spacing groups possessing either ether, sulphide and/or olefin functionality, were prepared and evaluated for platelet aggregation inhibiting activity. The 4‐thia analogue 13 proved to be the most potent inhibitor (ca. 22x PGE1) and the 3‐thia‐ and 3‐oxa‐analogues, 6 and 10 respectively, are approximately equipotent with BW245C (ca. 14x PGE1). Z‐olefinic analogues (e.g. 11) were usually more potent than their E‐isomers (e.g. 12). Structure‐activity relationships are discussed in detail.