title: Lithocholic acid and derivatives: Antibacterial activity.
abstract: In order to develop bioactive lithocholic acid derivatives, we prepared fifteen semi-synthetic compounds through modification at C-3 and/or C-24. The reactions showed yields ranging from 37% to 100%. The structures of all compounds obtained were identified on the basis of their spectral data (IR, MS, 1D- and 2D-NMR). The activity of lithocholic acid and derivatives was evaluated against the growth of Escherichia coli, Staphylococcus aureus, Bacillus cereus and Pseudomonas aeruginosa. The derivative 3α-formyloxy-5β-cholan-24-oic acid (LA-06) showed the best activity, with MIC values of 0.0790 mM against E. coli (Ec 27) and B. cereus in both cases, and 0.0395 mM against S. aureus (ATCC 12692). Lithocholic acid and the derivatives with MIC⩽1.2 mM were evaluated on the susceptibility of some bacterial pathogens to the aminoglycoside antibiotics neomycin, amikacin and gentamicin was evaluated. There are no previously reported studies about these compounds as modifiers of the action of antibiotics or any other drugs.
authors.affiliation: Departamento de Química Orgânica e Inorgânica, Universidade Federal do Ceará, Campus do Pici, 60021-940 Fortaleza, CE, Brazil.
authors.forename: Patrícia G G
authors.initials: PG
authors.lastname: do Nascimento
authors.affiliation: Departamento de Química Orgânica e Inorgânica, Universidade Federal do Ceará, Campus do Pici, 60021-940 Fortaleza, CE, Brazil. Electronic address: tlemos@dqoi.ufc.br.
authors.forename: Telma L G
authors.initials: TL
authors.lastname: Lemos
authors.affiliation: Departamento de Química Orgânica e Inorgânica, Universidade Federal do Ceará, Campus do Pici, 60021-940 Fortaleza, CE, Brazil.
authors.forename: Macia C S
authors.initials: MC
authors.lastname: Almeida
authors.affiliation: Departamento de Química Orgânica e Inorgânica, Universidade Federal do Ceará, Campus do Pici, 60021-940 Fortaleza, CE, Brazil.
authors.forename: Juliana M O
authors.initials: JM
authors.lastname: de Souza
authors.affiliation: Departamento de Química Orgânica e Inorgânica, Universidade Federal do Ceará, Campus do Pici, 60021-940 Fortaleza, CE, Brazil.
authors.forename: Ayla M C
authors.initials: AM
authors.lastname: Bizerra
authors.affiliation: Departamento de Farmácia, Universidade Federal do Ceará, Rua Capitão Francisco Pedro No. 1210, Campus do Porangabussu, 60430-370 Fortaleza, CE, Brazil.
authors.forename: Gilvandete M P
authors.initials: GM
authors.lastname: Santiago
authors.affiliation: Departamento de Química Biológica, Universidade Regional do Cariri, 63105-000 Crato, CE, Brazil.
authors.forename: José G M
authors.initials: JG
authors.lastname: da Costa
authors.affiliation: Departamento de Química Biológica, Universidade Regional do Cariri, 63105-000 Crato, CE, Brazil.
authors.forename: Henrique D M
authors.initials: HD
authors.lastname: Coutinho
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001409:Bacillus cereus / Q000187:drug effects* / Q000254:growth & development; D004305:Dose-Response Relationship, Drug; D004926:Escherichia coli / Q000187:drug effects* / Q000254:growth & development; D008095:Lithocholic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D011550:Pseudomonas aeruginosa / Q000187:drug effects* / Q000254:growth & development; D013211:Staphylococcus aureus / Q000187:drug effects* / Q000254:growth & development; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D008095:Lithocholic Acid
keywords: Antibacterial activity; Bile acids; Lithocholic acid derivatives