Total syntheses of (±)-ovalicin, C4(S*)-isomer, and its C5-analogs and anti-trypanosomal activities

Bioorganic and Medicinal Chemistry

Volumn 16, Issue 9, 2008, Pages 5232-5246

  Hua, Duy H ^a   Zhao, Huiping ^a   Battina, Srinivas K ^a   Lou, Kaiyan ^a   Jimenez, Ana L ^a   Desper, John ^a   Perchellet, Elisabeth M ^a   Perchellet, Jean Pierre H ^a   Chiang, Peter K ^b,c  

^a KANSAS STATE UNIVERSITY   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

^c Pharmadyn Inc   (United States)

Author keywords

Anti parasitic; Anti trypanosomal activities; Methionine aminopeptidase 2; Ovalicin analogs; Total synthesis of ovalicin

Indexed keywords

4 HYDROXY 5 METHOXY 4 [(1',5' DIMETHYLHEXA 1',4' DIENYL)] 1 OXASPIRO[2.5] 6 OCTANONE; 4 METHOXY 5 [(1',5' DIMETHYLHEXA 1',4' DIENYL) 6 (TERT BUTYLDIMETHYLSILYLOXY) 1 OXASPIRO[2.5]OCTAN 5 OL; 4 METHOXY 6 (TERT BUTYLDIMETHYLSILYLOXY) 1 OXASPIRO[2.5]OCTAN 5 ONE; 5 METHOXY 4 [(1',5' DIMETHYLHEXA 1',4' DIENYL)] 6 (TERT BUTYLDIMETHYLSILYLOXY) 1 OXASPIRO[2.5]OCTAN 4 OL; 5 METHOXY 4 [(1',5' DIMETHYLHEXA 1,4' DIENYL)] 1 OXASPIRO[2.5] 4,6 OCTANEDIOL; 6 (BENZOYLOXY) 5 METHOXY 1 OXASPIRO[2.5] 4 OCTANONE; 6 BENZOYLOXY 5 METHOXY 4 [(1',5' DIMETHYLHEXA 1',4' DIENYL)] 1 OXASPIRO[2.5]OCTAN 4 OL; ALCOHOL DERIVATIVE; ALKENE DERIVATIVE; ANTITRYPANOSOMAL AGENT; KETONE DERIVATIVE; OVALICIN; OVALICIN DERIVATIVE; PALLADIUM ACETATE; ANTIPROTOZOAL AGENT; EPOXIDE; SESQUITERPENE;

ANTIPROTOZOAL ACTIVITY; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DRUG STRUCTURE; DRUG SYNTHESIS; EPOXIDATION; HECK REACTION; HUMAN; HUMAN CELL; HYDROXYLATION; METHYLATION; NONHUMAN; OXIDATION KINETICS; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION; TUMOR CELL; X RAY CRYSTALLOGRAPHY; ANIMAL; CELL PROLIFERATION; CELL STRAIN HL 60; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; DRUG SCREENING; DRUG SENSITIVITY; OXIDATION REDUCTION REACTION; STEREOISOMERISM; SYNTHESIS; TRYPANOSOMA BRUCEI;

ANIMALS; ANTIPROTOZOAL AGENTS; CELL PROLIFERATION; CRYSTALLOGRAPHY, X-RAY; DRUG SCREENING ASSAYS, ANTITUMOR; EPOXY COMPOUNDS; HL-60 CELLS; HUMANS; HYDROXYLATION; METHYLATION; MODELS, MOLECULAR; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; PARASITIC SENSITIVITY TESTS; SESQUITERPENES; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; TRYPANOSOMA BRUCEI BRUCEI;

EID: 43249088362     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.03.009     Document Type: Article

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