Substituted oxygenated heterocycles and thio-analogues: synthesis and biological evaluation as melatonin ligands.
A new series of substituted oxygenated heterocycles and thio-analogues were synthesized and evaluated as melatonin receptor ligands. The replacement of the indolic moiety of melatonin by heterocyclic skeleton such as 1,4-benzodioxin, 2,3-dihydro-1,4-benzodioxin, chroman, 2,3-dihydro-1,4-benzoxathiin, thiochroman, carrying the amidic chain on the aromatic ring, leads to compounds showing a weak affinity for melatonin receptors, except for the compounds 1cb and 1hb.
Charton
I
I
Institut de Chimie Organique et Analytique, associé au CNRS, Université d'Orléans, France.
Mamai
A
A
Bennejean
C
C
Renard
P
P
Howell
E H
EH
Guardiola-Lemaître
B
B
Delagrange
P
P
Morgan
P J
PJ
Viaud
M C
MC
Guillaumet
G
G
D000818:Animals; D002645:Chickens; D005069:Evaluation Studies as Topic; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008550:Melatonin / Q000378:metabolism*; D010100:Oxygen / Q000737:chemistry*; D013552:Swine
D006571:Heterocyclic Compounds; D008024:Ligands; D008550:Melatonin; D010100:Oxygen