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Synthesis and pharmacological evaluation of pentacyclic 6a,7-dihydrodiindole and 2,3-dihydrodiindole derivatives as novel melatoninergic ligands.

Abstract：

:The synthesis of novel melatonin analogues 3a and 4a-c designed as melatonin receptor ligands is described. Among the newly synthesized ligands, 2-((S)-2-hydroxymethylindolin-1-ylmethyl)-melatonin 4b displayed the highest affinity for MT(1) receptors (K(i)=9.8 nM) and for MT(2) subtype (K(i)=7.8 nM), whereas the rigid pentacyclic ligand 3 showed the highest selectivity towards the MT(2) receptor subtype (K(i)=319.3 nM for MT(1) and K(i)=65.2 nM for MT(2)).

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Attia MI,Witt-Enderby PA,Julius J

doi

10.1016/j.bmc.2008.07.012

subject

Has Abstract

pub_date

2008-08-15 00:00:00

pages

7654-61

issue

16

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(08)00615-9

journal_volume

16

pub_type

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