Synthesis and biological activity of conformationally restricted tricyclic analogs of the hormone melatonin

Bioorganic & Medicinal Chemistry Letters
1996.0

Abstract

A serie of rotationally reslricted Iricyclic naphthaleaic and tewahydrunaphthalenic analogs of the hormone melatonin has been synthesized, the C-7 oxygen being incorporated in a pyran, furan or dioxan heterocyclic ring. The receptor binding profile of these compounds is a function of the directionality of the lone pairs elecaxms of this C-7 oxygen. In these two studied analogous series the agunist activity seems to be correlated with the existence of a naphthalene nucleus.

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