New highly toxic bile acids derived from deoxycholic acid, chenodeoxycholic acid and lithocholic acid

Bioorganic and Medicinal Chemistry

Volumn 22, Issue 1, 2014, Pages 256-268

  Májer, Ferenc ^a   Sharma, Ruchika ^a   Mullins, Claire ^a   Keogh, Luke ^a   Phipps, Sinead ^b   Duggan, Shane ^b   Kelleher, Dermot ^b   Keely, Stephen ^c   Long, Aideen ^b   Radics, Gábor ^a   Wang, Jun ^a   Gilmer, John F ^a  

^a TRINITY COLLEGE DUBLIN   (Ireland)

^b ST JAMES S HOSPITAL   (Ireland)

^c BEAUMONT HOSPITAL   (Ireland)

Author keywords

Bile acid; Cytotoxicity; Deoxycholic acid; Lipophilicity; Ursodeoxycholic acid

Indexed keywords

17 (5 AMINO 5 OXOPENTAN 2 YL) 3 AZIDO 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 7 YL ACETATE (3BETA AZIDO 7ALPHA ACETOXY 5BETA CHOLAN 24 AMIDE); 3 AZIDO 17 [5 (CYCLOPROPYLAMINO) 5 OXOPENTAN 2 YL] 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 7 YL ACETATE (N CYCLOPROPYL 3BETA AZIDO 7ALPHA ACETOXY 5BETA CHOLAN 24 AMIDE); 4 (3 AZIDO 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL) N BENZYLPENTANAMIDE(N BENZYL 3BETA AZIDO 5BETA CHOLANE 24 AMIDE); 4 (3 AZIDO 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL) N CYCLOHEXYLPENTANAMIDE(N CYCLOHEXYL 3BETA AZIDO 5BETA CHOLANE 24 AMIDE); 4 (3 AZIDO 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL) N CYCLOPROPYLPENTANAMIDE(16 N CYCLOPROPYL 3BETA AZIDO 5BETA CHOLANE 24 AMIDE); 4 (3 AZIDO 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL) N PROPYLPENTANAMIDE(N PROPYL 3BETA AZIDO 5BETA CHOLANE 24 AMIDE); 4 (3 AZIDO 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL)PENTANAMIDE(3BETA AZIDO 7ALPHA HYDROXY 5BETA CHOLANE 24 AMIDE); 4 (3 AZIDO 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL)PENTANOIC ACID(3BETA AZIDO LITHOCHOLIC ACID); 4 (3 AZIDO 12 HYDROXY 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL) N BENZYLPENTANAMIDE (N BENZYL 3BETA AZIDO 12ALPHA HYDROXY 5BETA CHOLANE 24 AMIDE); 4 (3 AZIDO 12 HYDROXY 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL) N CYCLOHEXYLPENTANAMIDE (N CYCLOHEXYL 3BETA AZIDO 12ALPHA HYDROXY 5BETA CHOLANE 24 AMIDE); 4 (3 AZIDO 12 HYDROXY 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL) N CYCLOPROPYLPENTANAMIDE (N CYCLOPROPYL 3BETA AZIDO 12ALPHA HYDROXY 5BETA CHOLAN 24 AMIDE); 4 (3 AZIDO 12 HYDROXY 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL) N CYCLOPROPYLPENTANAMIDE(24 CYCLOPROPYL 3ALPHA AZIDO 12ALPHA HYDROXY 5BETA CHOLANAMIDE); 4 (3 AZIDO 12 HYDROXY 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL) N PROPYLPENTANAMIDE (N PROPYL 3BETA AZIDO 12ALPHA HYDROXY 5BETA CHOLANE 24 AMIDE); 4 (3 AZIDO 12 HYDROXY 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL)PENTANAMIDE (3ALPHA AZIDO 12ALPHA HYDROXY 5BETA CHOLANE 24 AMIDE); 4 (3 AZIDO 12 HYDROXY 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL)PENTANAMIDE (3BETA AZIDO 12ALPHA HYDROXY 5BETA CHOLAN 24 AMIDE); 4 (3 AZIDO 7 HYDROXY 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL) N CYCLOPROPYLPENTANAMIDE(24 CYCLOPROPYL 3BETA AZIDO 7ALPHA HYDROXY 5BETA CHOLANAMIDE); 4 (3 AZIDO 7 HYDROXY 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL)PENTANAMIDE (3BETA AZIDO 7ALPHA HYDROXY 5BETA CHOLANE 24 AMIDE); 4 (3 AZIDO 7 HYDROXY 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL)PENTANOIC ACID (3BETA AZIDO 7ALPHA HYDROXY 5BETA CHOLANE); 4 (3 HYDROXY 10,13 DIMETHYL 2,3,4,5,6,9,10,11,12,13,14,15,16,17 TETRADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL)PENTANAMIDE (3ALPHA HYDROXY 7 ENE 5BETA CHOLAN 24 AMIDE); 4 (3 HYDROXY 10,13 DIMETHYL 2,3,4,5,6,9,10,11,12,13,14,15,16,17 TETRADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL)PENTANOIC ACID (3ALPHA HYDROXY 7 ENE 5BETA CHOLANOATE); 4 (7 ACETOXY 3 AZIDO 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL)PENTANOIC ACID (3BETA AZIDO 7ALPHA ACETOXY 5BETA CHOLANOATE); ACETYLCYSTEINE; BILE ACID; CHENODEOXYCHOLIC ACID; DEOXYCHOLIC ACID; FAS ANTIGEN; LITHOCHOLIC ACID; N CYCLOPROPYL 4 (3 HYDROXY 10,13 DIMETHYL 2,3,4,5,6,9,10,11,12,13,14,15,16,17 TETRADECAHYDRO 1H CYCLOPENTA[A]PHENANTHREN 17 YL)PENTANAMIDE (N CYCLOPROPYL 3ALPHA HYDROXY 7 ENE 5BETA CHOLAN 24 AMIDE); REACTIVE OXYGEN METABOLITE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

APOPTOSIS; ARTICLE; CELL STRAIN CACO 2; CELL VIABILITY; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG POTENCY; DRUG SELECTIVITY; HUMAN; HUMAN CELL; HYDROPHOBICITY; IC 50; SARCOMA CELL;

BILE ACID; CYTOTOXICITY; DEOXYCHOLIC ACID; LIPOPHILICITY; URSODEOXYCHOLIC ACID;

APOPTOSIS; BILE ACIDS AND SALTS; CACO-2 CELLS; CELL SURVIVAL; CHENODEOXYCHOLIC ACID; DEOXYCHOLIC ACID; HUMANS; LITHOCHOLIC ACID; URSODEOXYCHOLIC ACID;

EID: 84891492775     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.11.029     Document Type: Article

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