Design and synthesis of melatonin receptors agonists and antagonists.
We review our work towards the design and synthesis of high-affinity melatonin (N-acetyl-5-methoxytryptamine) agonist and antagonist compounds. High affinity melatonergic agonists were obtained by shifting the melatonin side chain from C3 to N1 of the indole ring system. Conversely, by moving the side chain from C3 to C2 it was possible to obtain melatonin antagonist compounds, albeit of moderate affinity.
Tarzia
G
G
Istituto di Chimica Farmaceutica e Tossicologica, Università degli Studi di Urbino, Italy. gat@chim.uniurb.it
Diamantini
G
G
Mor
M
M
Spadoni
G
G
D000818:Animals; D015195:Drug Design; D006801:Humans; D008550:Melatonin / Q000378:metabolism*; D011956:Receptors, Cell Surface / Q000819:agonists* / Q000037:antagonists & inhibitors*; D018160:Receptors, Cytoplasmic and Nuclear / Q000819:agonists* / Q000037:antagonists & inhibitors*; D044094:Receptors, Melatonin; D013329:Structure-Activity Relationship
D011956:Receptors, Cell Surface; D018160:Receptors, Cytoplasmic and Nuclear; D044094:Receptors, Melatonin; D008550:Melatonin