Synthesis and classical pathway Complement inhibitory activity of C7-functionalized filifolinol derivatives, inspired in K-76 COOH

European Journal of Medicinal Chemistry

Volumn 55, Issue , 2012, Pages 74-84

  Larghi, Enrique L ^a,b   Operto, María A ^b   Torres, Rene ^c   Kaufman, Teodoro S ^a,b  

^a Universidad Nacional de Rosario   (Argentina)

^b UNIVERSIDAD NACIONAL DE ROSARIO   (Argentina)

^c UNIVERSIDAD DE SANTIAGO DE CHILE   (Chile)

Author keywords

C 7 Functionalization; Classical pathway; Complement inhibitors; Filifolinol derivatives; K 76 COOH analogs; Pd Catalyzed C C bond formation

Indexed keywords

3' HYDROXY 7 (2 CARBOXYETHYL) 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1'CYCLOHEXANE] 5 CARBOXYLIC ACID; 3' HYDROXY 7 (2 CARBOXYVINYL) 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLIC ACID; 3' HYDROXY 7 (CARBOXYL) 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,10 CYCLOHEXANE] 5 CARBOXYLIC ACID; 3' HYDROXY 7 (CARBOXYMETHYL) 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLIC ACID; 3' HYDROXY 7 BROMO 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLIC ACID; 3' HYDROXY 7 CHLORO 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLIC ACID; 3' HYDROXY 7 IODO 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,10 CYCLOHEXANE] 5 CARBOXYLIC ACID; 3' HYDROXY 7 NITRO 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLIC ACID; 3' HYDROXY 7 PHENYL 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLIC ACID; 3' HYDROXY 7 TRIFLUOROMETHYL 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLIC ACID; 7 AMINO 3' HYDROXY 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLIC ACID; COMPLEMENT COMPONENT C7; COMPLEMENT INHIBITOR; ETHYL 3' ACETYLOXY 7 PHENYL 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; ETHYL 3' HYDROXY 7 (4 CARBOXYPHENYL) 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; FILIFOLINOL DERIVATIVE; METHYL 3' ACETYLOXY 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 (2 ETHOXYCARBONYLETHYL) 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 (2 ETHOXYCARBONYLVINYL) 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 (2 VINYL) 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 (CARBOXYMETHYL) 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 (METHOXYCARBONYL) 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 ALLYL 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 BROMO 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 CHLORO 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 IODO 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 NITRO 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; METHYL 3' ACETYLOXY 7 TRIFLUOROMETHYL 2',2',6' TRIMETHYL 3H SPIRO[1 BENZOFURAN 2,1' CYCLOHEXANE] 5 CARBOXYLATE; TERPENOID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; COMPLEMENT ACTIVATION; COMPLEMENT INHIBITION; DRUG ACTIVITY; DRUG SYNTHESIS; HYDROPHILICITY; IC 50;

BENZOFURANS; CHEMISTRY TECHNIQUES, SYNTHETIC; COMPLEMENT SYSTEM PROTEINS; HUMANS; SESQUITERPENES; SPIRO COMPOUNDS;

EID: 84865760942     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2012.07.003     Document Type: Article

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