Synthesis of new (-)-bestatin-based inhibitor libraries reveals a novel binding mode in the S1 pocket of the essential malaria M1 metalloaminopeptidase

Journal of Medicinal Chemistry

Volumn 54, Issue 6, 2011, Pages 1655-1666

  Velmourougane, Geetha ^a   Harbut, Michael B ^a   Dalal, Seema ^b   McGowan, Sheena ^c   Oellig, Christine A ^c   Meinhardt, Nataline ^a   Whisstock, James C ^c   Klemba, Michael ^b   Greenbaum, Doron C ^a  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

^b VIRGINIA POLYTECHNIC INSTITUTE AND STATE UNIVERSITY   (United States)

^c MONASH UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

AMINOPEPTIDASE; BESTATIN; ENZYME INHIBITOR; N (TERT BUTOXYCARBONYL) 2 AMINO 3 (2 NAPHTHYL) N METHOXY METHYLPROPIONAMIDE; N (TERT BUTOXYCARBONYL) 2 AMINO 3 (4 BENZYLOXYPHENYL) N METHOXY METHYLPROPIONAMIDE; N (TERT BUTOXYCARBONYL) 2 AMINO 3 (4 METHOXYPHENYL) N METHOXY METHYLPROPIONAMIDE; N (TERT BUTOXYCARBONYL) 2 AMINO 3 (4 PHENYLPHENYL) N METHOXY METHYLPROPIONAMIDE; N (TERT BUTOXYCARBONYL) 2 AMINO 3 PHENYL N METHOXY METHYLPROPIONAMIDE; N (TERT BUTOXYCARBONYL) 2 AMINO 3 PROPYL N METHOXY METHYLPROPIONAMIDE; N (TERT BUTOXYCARBONYL) 2 AMINO 3,3 DIPHENYL N METHOXY METHYLPROPIONAMIDE; N (TERT BUTOXYCARBONYL) 3 AMINO 2 HYDROXY 4 (2 NAPHTHYL)BUTANOIC ACID; N (TERT BUTOXYCARBONYL) 3 AMINO 2 HYDROXY 4 (4 BENZYLOXYPHENYL)BUTANOIC ACID; N (TERT BUTOXYCARBONYL) 3 AMINO 2 HYDROXY 4 (4 METHYLOXYPHENYL)BUTANOIC ACID; N (TERT BUTOXYCARBONYL) 3 AMINO 2 HYDROXY 4 (4 PHENYLYPHENYL)BUTANOIC ACID; N (TERT BUTOXYCARBONYL) 3 AMINO 2 HYDROXY 4 PHENYL BUTANOIC ACID; N (TERT BUTOXYCARBONYL) 3 AMINO 2 HYDROXY 4 PROPYLBUTANOIC ACID; N (TERT BUTOXYCARBONYL) 3 AMINO 4 (2 NAPHTHYL) 1 BUTENE; N (TERT BUTOXYCARBONYL) 3 AMINO 4 (4 BENZYLOXYPHENYL) 1 BUTENE; N (TERT BUTOXYCARBONYL) 3 AMINO 4 (4 METHOXYPHENYL) 1 BUTENE; N (TERT BUTOXYCARBONYL) 3 AMINO 4 (4 PHENYLPHENYL) 1 BUTENE; N (TERT BUTOXYCARBONYL) 3 AMINO 4 PHENYL 1 BUTENE; N (TERT BUTOXYCARBONYL) 3 AMINO 4 PROPYL 1 BUTENE; N (TERT BUTOXYCARBONYL) 3 AMINO 4,4 DIPHENYL 2 HYDROXYPENTANOIC ACID; N (TERT BUTOXYCARBONYL) 3 AMINO 5,5 DIPHENYL 1 PENTENE; PLASMODIUM FALCIPARUM PFA M1 METALLOAMINOPEPTIDASE; UNCLASSIFIED DRUG;

ANTIMALARIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG BINDING; DRUG DESIGN; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; IC 50; IN VITRO STUDY; NONHUMAN; PLASMODIUM FALCIPARUM;

ANTIGENS, CD13; ANTIMALARIALS; BINDING SITES; CRYSTALLOGRAPHY, X-RAY; LEUCINE; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PLASMODIUM FALCIPARUM; PROTEIN BINDING; SMALL MOLECULE LIBRARIES; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 79952788440     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm101227t     Document Type: Article

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