(R)-2-(4-Phenylbutyl)dihydrobenzofuran derivatives as melatoninergic agents

Li-Qiang Sun; Katherine Takaki; Jie Chen; Stephen Bertenshaw; Lawrence Iben; Cathy D Mahle; Elaine Ryan; Dedong Wu; Qi Gao; Cen Xu

doi:10.1016/j.bmcl.2005.01.015

(R)-2-(4-Phenylbutyl)dihydrobenzofuran derivatives as melatoninergic agents

Bioorg Med Chem Lett. 2005 Mar 1;15(5):1345-9. doi: 10.1016/j.bmcl.2005.01.015.

Authors

Li-Qiang Sun¹, Katherine Takaki, Jie Chen, Stephen Bertenshaw, Lawrence Iben, Cathy D Mahle, Elaine Ryan, Dedong Wu, Qi Gao, Cen Xu

Affiliation

¹ Bristol-Myers Squibb Pharmaceutical Research Institute, 5 Research Parkway, Wallingford, CT 06492, USA. sunl@bms.com

PMID: 15713384
DOI: 10.1016/j.bmcl.2005.01.015

Abstract

(R)-2-(4-Phenylbutyl)dihydrobenzofuran derivatives (e.g., 3 and 4) were synthesized as novel melatoninergic ligands with significantly lower vasoconstrictive activity in vitro in the rat tail artery. Binding affinity assays were performed on cloned human MT1 and MT2 receptors stably expressed in NIH3T3 cells.

MeSH terms

Animals
Benzofurans / chemical synthesis
Benzofurans / chemistry*
Benzofurans / pharmacology*
Cloning, Molecular
Humans
Ligands
Melatonin / agonists*
Melatonin / pharmacology
Mice
Molecular Structure
NIH 3T3 Cells
Protein Binding / drug effects
Rats
Receptor, Melatonin, MT1 / drug effects
Receptor, Melatonin, MT1 / metabolism
Receptor, Melatonin, MT2 / drug effects
Receptor, Melatonin, MT2 / metabolism
Recombinant Proteins / drug effects
Recombinant Proteins / metabolism
Structure-Activity Relationship
Vasoconstriction / drug effects
Vasoconstrictor Agents / chemical synthesis
Vasoconstrictor Agents / chemistry*
Vasoconstrictor Agents / pharmacology*

Substances

Benzofurans
Ligands
Receptor, Melatonin, MT1
Receptor, Melatonin, MT2
Recombinant Proteins
Vasoconstrictor Agents
Melatonin