Synthesis of novel mast cell-stabilising and anti-allergic 1,2,3,4-tetrahydro-1-naphthalenols and related compounds

James W Barlow; Aengus P McHugh; Orla Woods; John J Walsh

doi:10.1016/j.ejmech.2011.01.073

Synthesis of novel mast cell-stabilising and anti-allergic 1,2,3,4-tetrahydro-1-naphthalenols and related compounds

Eur J Med Chem. 2011 May;46(5):1545-54. doi: 10.1016/j.ejmech.2011.01.073. Epub 2011 Feb 25.

Authors

James W Barlow¹, Aengus P McHugh, Orla Woods, John J Walsh

Affiliation

¹ School of Pharmacy and Pharmaceutical Sciences, Trinity College Dublin, Dublin 2, Ireland.

PMID: 21353729
DOI: 10.1016/j.ejmech.2011.01.073

Abstract

In a continuation of our studies into indan and tetralin systems as novel modulators of allergic and inflammatory phenomena, we have extended our work to include dimers linked via C-C bonds. Of these compounds, 2-Benzyl-2-[2-phenyl-1-ethenyl]-1,2,3,4-tetrahydro-1-naphthalenol 12 exhibited most promising activity both in vitro and in vivo.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anti-Allergic Agents / chemical synthesis
Anti-Allergic Agents / chemistry
Anti-Allergic Agents / pharmacology*
Arachidonic Acid
Cell Count
Cell Survival / drug effects
Ear Diseases / chemically induced
Ear Diseases / drug therapy
Edema / chemically induced
Edema / drug therapy
Hypersensitivity / drug therapy
Male
Mast Cells / drug effects*
Mast Cells / immunology
Mice
Mice, Inbred Strains
Molecular Structure
Naphthols / chemical synthesis
Naphthols / chemistry
Naphthols / pharmacology*
Rats
Stereoisomerism

Substances

1,2,3,4-tetrahydro-1-naphthalenol
Anti-Allergic Agents
Naphthols
Arachidonic Acid