New quinoxaline derivatives as potential MT₁ and MT₂ receptor ligands.
Ever since the idea arose that melatonin might promote sleep and resynchronize circadian rhythms, many research groups have centered their efforts on obtaining new melatonin receptor ligands whose pharmacophores include an aliphatic chain of variable length united to an N-alkylamide and a methoxy group (or a bioisostere), linked to a central ring. Substitution of the indole ring found in melatonin with a naphthalene or quinoline ring leads to compounds of similar affinity. The next step in this structural approximation is to introduce a quinoxaline ring (a bioisostere of the quinoline and naphthalene rings) as the central nucleus of future melatoninergic ligands.
Unidad en Investigación y Desarrollo de Medicamentos, Centro de Investigación en Farmacobiología Aplicada-CIFA, Universidad de Navarra, C/Irunlarrea 1, 31008 Pamplona, Spain.
Saioa
S
Ancizu
Nerea
N
Castrillo
Silvia
S
Pérez-Silanes
Ignacio
I
Aldana
Antonio
A
Monge
Philippe
P
Delagrange
Daniel-Henry
DH
Caignard
Silvia
S
Galiano
D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D003412:Cricetulus; D016244:Guanosine 5'-O-(3-Thiotriphosphate) / Q000378:metabolism; D006801:Humans; D007211:Indoles / Q000737:chemistry; D008024:Ligands; D009281:Naphthalenes / Q000737:chemistry; D011804:Quinolines / Q000737:chemistry; D011810:Quinoxalines / Q000138:chemical synthesis / Q000737:chemistry*; D044122:Receptor, Melatonin, MT1 / Q000819:agonists / Q000378:metabolism*; D044123:Receptor, Melatonin, MT2 / Q000819:agonists / Q000378:metabolism*; D013329:Structure-Activity Relationship
D007211:Indoles; D008024:Ligands; D009281:Naphthalenes; D011804:Quinolines; D011810:Quinoxalines; D044122:Receptor, Melatonin, MT1; D044123:Receptor, Melatonin, MT2; C031721:naphthalene; D016244:Guanosine 5'-O-(3-Thiotriphosphate); C030374:indole