Stereospecific synthesis of 23-hydroxyundecylprodiginines and analogues and conversion to antimalarial premarineosins via a Rieske oxygenase catalyzed bicyclization

Journal of Organic Chemistry

Volumn 79, Issue 23, 2014, Pages 11674-11689

  Kancharla, Papireddy ^a   Lu, Wanli ^a   Salem, Shaimaa M ^a   Kelly, Jane Xu ^a,b   Reynolds, Kevin A ^a  

^a PORTLAND STATE UNIVERSITY   (United States)

^b PORTLAND VA MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY; CELL CULTURE;

CANCER CELL LINES; CYTOTOXIC ACTIVITIES; HETEROLOGOUS EXPRESSION; PLASMODIUM FALCIPARUM; STEREO-SELECTIVE; STEREOSPECIFIC SYNTHESIS; STREPTOMYCES VENEZUELAE; SYNTHETIC ROUTES;

CATALYSIS;

10 [5 [[4' METHOXY (2,2' BIPYRROL) 5' YLIDENE]METHYL]PYRROL 2 YL]DECAN 1 OL; 10 [5 [[4' METHOXY (2,2' BIPYRROL) 5' YLIDENE]METHYL]PYRROL 2 YL]UNDECAN 1 OL; 11 [5 [[3',4' DIMETHYL (2,2' BIPYRROL) 5' YLIDENE]METHYL]PYRROL 2YL]UNDECAN 2 OL HYDROCHLORIDE; 11 [5 [[4' METHOXY 1 METHYL (2,2' BIPYRROL) 5' YLIDENE]METHYL]PYRROL 2YL]UNDECAN 2 OL; 11 [5 [[5 (FURAN2 YL) 3 METHOXYPYRROL 2 YLIDENE]METHYL]PYRROL 2YL]UNDECAN 2 OL; 11 [5 [[5 ETHYL 4' METHOXY (2,2' BIPYRROL) 5' YLIDENE]METHYL]PYRROL 2YL]UNDECAN 2 OL; 12 [5 [[4' METHOXY (2,2' BIPYRROL) 5' YLIDENE]METHYL]PYRROL 2 YL]DODECAN 1 OL; 20 HYDROXYOCTYLPRODIGININE; 23 BENZOXYUNDECYLPRODIGININE; 23 HYDROXYUNDECYLPRODIGININE; 23 METHOXYUNDECYLPRODIGININE; ANTIMALARIAL AGENT; ANTINEOPLASTIC AGENT; DEUTERIUM; OXYGENASE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG; 23-KETOUNDECYLPRODIGININE; PRODIGIOSIN;

ALKYLATION; ANTIMALARIAL ACTIVITY; ARTICLE; CATALYSIS; CYCLIZATION; CYTOTOXICITY; DRUG SYNTHESIS; HEPG2 CELL LINE; HETEROLOGOUS EXPRESSION; HYDROGENATION; HYDROXYLATION; MALARIA FALCIPARUM; PLASMODIUM FALCIPARUM; STEREOCHEMISTRY; STEREOSPECIFICITY; STREPTOMYCES VENEZUELAE; ANALOGS AND DERIVATIVES; CHEMISTRY; COMBINATORIAL CHEMISTRY; SYNTHESIS;

ANTIMALARIALS; CATALYSIS; COMBINATORIAL CHEMISTRY TECHNIQUES; CYCLIZATION; DEUTERIUM; OXYGENASES; PLASMODIUM FALCIPARUM; PRODIGIOSIN;

EID: 84916623205     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo5023553     Document Type: Article

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