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1.
Bioorg Med Chem Lett ; 19(22): 6272-4, 2009 Nov 15.
Article in English | MEDLINE | ID: mdl-19819134

ABSTRACT

A series of twenty-one 7-chloro-4-quinolinylhydrazones (3a-u) have been synthesized and evaluated for their in vitro antibacterial activity against Mycobacterium tuberculosis H(37)Rv. The compounds 3f, 3i and 3o were non-cytotoxic and exhibited an important minimum inhibitory concentration (MIC) activity (2.5 microg/mL), which can be compared with that of the first line drugs, ethambutol (3.12 microg/mL) and rifampicin (2.0 microg/mL). These results can be considered an important start point for the rational design of new leads for anti-TB compounds.


Subject(s)
Anti-Bacterial Agents/chemical synthesis , Antitubercular Agents/chemical synthesis , Anti-Bacterial Agents/pharmacology , Ethambutol/pharmacology , Humans , Microbial Sensitivity Tests , Microbial Viability/drug effects , Mycobacterium tuberculosis/drug effects , Quantitative Structure-Activity Relationship , Rifampin/pharmacology , Structure-Activity Relationship , Tuberculosis/drug therapy
2.
Bioorg Med Chem ; 17(4): 1474-80, 2009 Feb 15.
Article in English | MEDLINE | ID: mdl-19188070

ABSTRACT

A series of 33 quinoline derivatives have been synthesized and evaluated for their in vitro antibacterial activity against Mycobacterium tuberculosis H(37)Rv using the Alamar Blue susceptibility test and the activity expressed as the minimum inhibitory concentration (MIC) in microg/mL. Compounds 5e and 5f exhibited a significant activity at 6.25 and 3.12 microg/mL, respectively, when compared with first line drugs such as ethambutol and could be a good starting point to develop new lead compounds in the fight against multi-drug resistant tuberculosis.


Subject(s)
Antitubercular Agents/chemical synthesis , Antitubercular Agents/pharmacology , Mycobacterium tuberculosis/drug effects , Quinolines/chemical synthesis , Quinolines/pharmacology , Antitubercular Agents/chemistry , Microbial Sensitivity Tests , Quinolines/chemistry , Structure-Activity Relationship , Tuberculosis, Multidrug-Resistant
3.
J Org Chem ; 68(13): 5426-8, 2003 Jun 27.
Article in English | MEDLINE | ID: mdl-12816515

ABSTRACT

A more consistent, straightforward, and economical protocol for generation of stannylene species and their reaction with BnBr leading to products of O-monobenzylation of diols has been set. It has shown to be specially indicated for substrates bearing vicinal trans 1,2-diol moieties on cyclohexane backbones, which are more resistant to these transformations. Such protocol has been successfully applied to myo-inositol derivatives and acyclic diols.

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