Synthesis of 3H-spiro[benzofuran-2,1'-cyclohexane] derivatives from naturally occurring filifolinol and their classical complement pathway inhibitory activity

Six 3H-spiro[benzofuran-2,1'-cyclohexane] derivatives were synthesized from naturally occurring filifolinol, and their classical complement pathway inhibitory activity was determined. IC(50) values of the most potent compounds were comparable to the activity of the natural complement inhibitor...

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Veröffentlicht in:	Bioorganic & medicinal chemistry letters 2006-10, Vol.16 (19), p.5097-5101
Hauptverfasser:	USEGLIO, Mariana, CASTELLANO, Patricia M, OPERTO, Maria A, TORRES, René, KAUFMAN, Teodoro S
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Benzofurans - chemical synthesis Benzofurans - pharmacology Biological and medical sciences Complement Pathway, Classical - drug effects Cyclohexanes - chemical synthesis Cyclohexanes - pharmacology Hemolysis - drug effects Heterocyclic Compounds, 3-Ring - chemical synthesis Heterocyclic Compounds, 3-Ring - pharmacology Humans Immunomodulators Inhibitory Concentration 50 Medical sciences Pharmacology. Drug treatments Plant Extracts - chemistry Plant Extracts - pharmacology Sesquiterpenes Sheep Spiro Compounds - chemical synthesis Spiro Compounds - pharmacology Structure-Activity Relationship Tritium
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Zusammenfassung:	Six 3H-spiro[benzofuran-2,1'-cyclohexane] derivatives were synthesized from naturally occurring filifolinol, and their classical complement pathway inhibitory activity was determined. IC(50) values of the most potent compounds were comparable to the activity of the natural complement inhibitor K76-COOH and some synthetic tricyclic analogs of it.
ISSN:	0960-894X 1464-3405
DOI:	10.1016/j.bmcl.2006.07.029