Design and Synthesis of New N-OMe Fluoro-Indole Melatoninergics

Author(s): A. Tsotinis, J. Gourgourinis, A. Eleutheriades, K. Davidson, D. Sugden.

Journal Name: Medicinal Chemistry

Volume 3 , Issue 6 , 2007

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The synthesis of a series of new N-OMe fluoro-indoles with melatoninergic activity in the Xenopus melanophore assay is described. All of the 4-F substituted compounds, 22a-e and 25a,b, were antagonists on the clonal Xenopus melanophore line. Conversely, the 5-F substituted analogs (15a-e) did not share the same pharmacological profile, as two of them, compounds 15d (R=c-C3H5) and 15e (R=c-C4H7), exhibited a weak agonistic and partial agonistic activity, respectively, whilst the other three (15a-c) were all agonists. It seems that in this case the nature of the response (agonist or antagonist activity) is solely dependent on the shape of the R group.

Keywords: N-OMe fluoro-indoles, synthesis, melatoninergic potency, structure activity relationships

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Article Details

Year: 2007
Page: [561 - 571]
Pages: 11
DOI: 10.2174/157340607782360335
Price: $58

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