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British Journal of Pharmacology logoLink to British Journal of Pharmacology
. 1972 Jan;44(1):63–70. doi: 10.1111/j.1476-5381.1972.tb07238.x

Relationship between the chemical structure of prostaglandins and their vasoactivities in dogs

J Nakano
PMCID: PMC1665697  PMID: 5015041

Abstract

1. The relationship between the chemical structure and the direct vasoactivity of different prostaglandins administered intra-arterially was studied in the dog hindlimb preparation.

2. All of the prostaglandins studied, except PGF and PGF, caused a dose related decrease in the femoral arterial perfusion pressure in dogs in which the femoral arterial blood flow was kept constant, indicating the direct vasodilator action of these prostaglandins.

3. Among the prostaglandins studied, PGE1 is the most potent vasodilator. Comparing the chemical structure and vasodilator action of PGE1 with those of different prostaglandins, the following conclusions can be made:

4. The formation of the Δ5 double bond in PGE1 causes no change in its vasodilator activity, whereas the saturation of the Δ13 double bond of PGE1 slightly reduces its activity.

5. The alterations in the orientation and length of the carboxyl and alkyl side chains reduce markedly the vasodilator action of PGE- and PGA-compounds.

6. The presence of a carbonyl group at C9 is the most important requirement for the potent vasodilator action of PGE1. On the other hand, the presence and S-configuration of a hydroxyl group at C15 are essential for the intrinsic action at the receptor sites in the vascular smooth muscle, but may not be responsible for the vasodilator action.

7. The esterification of PGE1 or PGE2 and a triple bond formation and the replacement of C7 with oxygen in prostaglandin appear to reduce or abolish their vasodilator action.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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