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 K76-COOH and some synthetic tricyclic analogs of it.
Useglio
Mariana
M
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.
Castellano
Patricia M
PM
Operto
María A
MA
Torres
René
R
Kaufman
Teodoro S
TS
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
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