title: Synthesis of 5-substituted-2,3-dihydro-1,4-benzoxathiins: biological evaluation as melatonin receptors ligands.
abstract: The synthesis of benzoxathiins bearing a retroamide function is described from 8-hydroxythiochroman, the key step involving the synthesis of the benzoxathiin ring through a sulfonium salt. These new melatonin analogues were evaluated on human receptors MT1 and MT2 and have a similar affinity to that of melatonin itself.
authors.affiliation: Institut de Chimie Organique et Analytique, UMR-CNRS 6005, Université d'Orléans, rue de Chartres, BP 6759, 45067 Orléans Cedex 02, France.
authors.forename: Isabelle
authors.initials: I
authors.lastname: Charton
authors.forename: Franck
authors.initials: F
authors.lastname: Suzenet
authors.forename: Jean A
authors.initials: JA
authors.lastname: Boutin
authors.forename: Valérie
authors.initials: V
authors.lastname: Audinot
authors.forename: Philippe
authors.initials: P
authors.lastname: Delagrange
authors.forename: Caroline
authors.initials: C
authors.lastname: Bennejean
authors.forename: Pierre
authors.initials: P
authors.lastname: Renard
authors.forename: Gérald
authors.initials: G
authors.lastname: Guillaumet
mesh_terms: D000818:Animals; D001667:Binding, Competitive; D002460:Cell Line; D006801:Humans; D008024:Ligands; D008550:Melatonin / Q000031:analogs & derivatives* / Q000378:metabolism; D015394:Molecular Structure; D010075:Oxathiins / Q000138:chemical synthesis* / Q000494:pharmacology*; D044122:Receptor, Melatonin, MT1 / Q000378:metabolism*; D044123:Receptor, Melatonin, MT2 / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D008024:Ligands; D010075:Oxathiins; D044122:Receptor, Melatonin, MT1; D044123:Receptor, Melatonin, MT2; D008550:Melatonin