Abstract

The relaxant effects of a series of adenosine analogs were compared on isolated intestinal and aortic smooth muscle of the guinea pig. Blood pressure-lowering effects of these compounds were also compared in the guinea pig and dog. Analogs with a modified purine ring system (1-methyladenosine and toyocamycin) were more effective in relaxing intestinal than vascular smooth muscle. Substituents that decreased the basicity of the N1-position or interfered with hydrogen bonding in the 6-position decreased activity in both vascular and intestinal smooth muscle. Deoxyadenosine, which lacks an oxygen in the 2′-position of the ribose portion of the molecule, was ineffective in intestinal but still relaxed vascular smooth muscle. It was concluded that intestinal smooth muscle interacts significantly with the 2′-position of the ribose portion of the adenosine molecule whereas vascular smooth muscle requires an intact purine ring system in the molecule for maximal activity.

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