title: Synthesis and evaluation of antibacterial and antitumor activities of new galactopyranosylated amino alcohols.
abstract: Three series of d-galactose derivatives linked to a lipophilic aminoalcohol moiety were synthesized and their antibacterial activity was evaluated against Mycobacterium tuberculosis and representative species of Gram positive and Gram negative bacteria. Five out of the thirteen tested compounds displayed activity against M. tuberculosis, with a minimal inhibitory concentration (MIC) of 12.5 μg/mL and seven compounds were active against the four bacterial strains tested. The best results were obtained for amino alcohols 10 and 11 against Staphylococcus epidermidis (MIC = 2 μg/mL). The antitumor activity was evaluated against three tumor cell lines (MCF-7, HeLa and MO59J) and compared to the normal cell line GM07492A. The results showed that the lowest IC50 values were observed for the amino alcohol 16 against MCF-7 (11.9 μM) and MO59J (10.0 μM).
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Cidade Universitária, 36036-900, Juiz de Fora, MG, Brazil.
authors.forename: Fábio
authors.initials: F
authors.lastname: de Souza Fernandes
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Cidade Universitária, 36036-900, Juiz de Fora, MG, Brazil.
authors.forename: Tayrine Silva
authors.initials: TS
authors.lastname: Fernandes
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Cidade Universitária, 36036-900, Juiz de Fora, MG, Brazil.
authors.forename: Lígia Souza
authors.initials: LS
authors.lastname: da Silveira
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Cidade Universitária, 36036-900, Juiz de Fora, MG, Brazil.
authors.forename: Wiliam
authors.initials: W
authors.lastname: Caneschi
authors.affiliation: Instituto de Pesquisa Clínica Evandro Chagas, IPEC, Fundação Oswaldo Cruz, 21041-250, Rio de Janeiro, RJ, Brazil.
authors.forename: Maria Cristina S
authors.initials: MCS
authors.lastname: Lourenço
authors.affiliation: Departamento de Parasitologia, Microbiologia e Imunologia, ICB, Universidade Federal de Juiz de Fora, 36036-900, Juiz de Fora, MG, Brazil.
authors.forename: Claudio G
authors.initials: CG
authors.lastname: Diniz
authors.affiliation: Laboratório de Mutagênese, Universidade de Franca, Franca, SP, Brazil.
authors.forename: Pollyanna Francielli
authors.initials: PF
authors.lastname: de Oliveira
authors.affiliation: Laboratório de Mutagênese, Universidade de Franca, Franca, SP, Brazil.
authors.forename: Sabrina de Paula Lima
authors.initials: SPL
authors.lastname: Martins
authors.affiliation: Laboratório de Mutagênese, Universidade de Franca, Franca, SP, Brazil.
authors.forename: Daiane Eleutério
authors.initials: DE
authors.lastname: Pereira
authors.affiliation: Laboratório de Mutagênese, Universidade de Franca, Franca, SP, Brazil.
authors.forename: Denise Crispim
authors.initials: DC
authors.lastname: Tavares
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Cidade Universitária, 36036-900, Juiz de Fora, MG, Brazil.
authors.forename: Mireille
authors.initials: M
authors.lastname: Le Hyaric
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Cidade Universitária, 36036-900, Juiz de Fora, MG, Brazil.
authors.forename: Mauro V
authors.initials: MV
authors.lastname: de Almeida
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Cidade Universitária, 36036-900, Juiz de Fora, MG, Brazil. Electronic address: mara.rubia@ufjf.edu.br.
authors.forename: Mara Rubia C
authors.initials: MRC
authors.lastname: Couri
mesh_terms: D000605:Amino Alcohols / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D000605:Amino Alcohols; D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents
keywords: antibacterial; antitumor; galactopyranosylated amino alcohols; lipophilicity