1. Academic Validation
  2. Synthesis and platelet aggregation inhibiting activity of prostaglandin D analogues

Synthesis and platelet aggregation inhibiting activity of prostaglandin D analogues

  • J Med Chem. 1983 Jun;26(6):790-9. doi: 10.1021/jm00360a003.
G L Bundy D R Morton D C Peterson E E Nishizawa W L Miller
Abstract

Several prostaglandin D (PGD) analogues have been synthesized, incorporating the following variations: (a) varying degrees of side-chain unsaturation, (b) C-9 hydroxy removed or in the unnatural 9 beta configuration, (c) metabolically stabilized analogues (e.g., 15-methyl, 16,16-dimethyl, 17-phenyl, etc.), and (d) delta 12 isomers resulting from decomposition of PGD2. With regard to their ability to inhibit adenosine diphosphate (ADP) induced human platelet aggregation: (a) PGD3 greater than or equal to PGD2 greater than PGD1 greater than 13,14-dihydro-PGD1, (b) the 9 beta- and 9-deoxy-PGD2 analogues are more potent than PGD2, (c) metabolically stabilized analogues with bulky substituents at or near C-15 have substantially reduced antiaggregatory activity relative to PGD2 and (d) the delta 12 isomers of PGD2 are much less active than PGD2.

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