European Journal of Medicinal Chemistry p. 609 - 624 (1993)
Update date:2022-08-17
Topics:
Muir
Jones
Will
Winwick
Peesapati
Wilson
Griffiths
Nicholson
Taylor
Sawyer
Blake
Prostanoid analogues with a 6-oxabicyclo[3.2.1]octane ring and 3 different types of ω-chain have been synthesized and evaluated for biological activity on thromboxane A2 (TXA2) receptors and prostaglandin I2 (PGI2) receptors. The standard ω-chain analogue 34b is a TXA2 receptor agonist approximately 10-fold less potent than U46619 3, the standard agonist. The O-diphenylmethyloximino-ω'-chain analogue 32 gives a PGI2-like agonist ~5-fold less active than EP 157, the most active molecule in this class. Conversely, 4-arylsemicarbazone ω-chain analogues 35a and 35b show TXA2 antagonism comparable to that obtained with bicyclo[2.2.2]octane and bicyclo[2.2.1]heptane systems containing this type of ω-chain (eg EP 092).
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