title: Synthesis of 3H-spiro[benzofuran-2,1'-cyclohexane] derivatives from naturally occurring filifolinol and their classical complement pathway inhibitory activity.
abstract: 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.
authors.affiliation: Instituto de Química Orgánica de Síntesis, IQUIOS, CONICET-UNR, and Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Suipacha 531, S2002LRK Rosario, Argentina.
authors.forename: Mariana
authors.initials: M
authors.lastname: Useglio
authors.forename: Patricia M
authors.initials: PM
authors.lastname: Castellano
authors.forename: María A
authors.initials: MA
authors.lastname: Operto
authors.forename: René
authors.initials: R
authors.lastname: Torres
authors.forename: Teodoro S
authors.initials: TS
authors.lastname: Kaufman
mesh_terms: D000818:Animals; D001572:Benzofurans / Q000138:chemical synthesis / Q000494:pharmacology; D003171:Complement Pathway, Classical / Q000187:drug effects*; D003510:Cyclohexanes / Q000138:chemical synthesis / Q000494:pharmacology; D006461:Hemolysis / Q000187:drug effects; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D020128:Inhibitory Concentration 50; D010936:Plant Extracts / Q000737:chemistry* / Q000494:pharmacology; D012717:Sesquiterpenes; D012756:Sheep; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014316:Tritium
chemical_list: D001572:Benzofurans; D003510:Cyclohexanes; D006575:Heterocyclic Compounds, 3-Ring; D010936:Plant Extracts; D012717:Sesquiterpenes; D013141:Spiro Compounds; C441666:filifolone; D014316:Tritium; C038797:K 76 carboxylic acid