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Master's Dissertation
DOI
https://doi.org/10.11606/D.75.2013.tde-30072013-092752
Document
Author
Full name
Monica Soto Monsalve
E-mail
Institute/School/College
Knowledge Area
Date of Defense
Published
São Carlos, 2013
Supervisor
Committee
Deflon, Victor Marcelo (President)
Marques, Clelia Mara de Paula
Pavan, Fernando Rogério
Title in Portuguese
Síntese e caracterização de compostos de coordenação mistos de cobre com potencial atividade anti-Mycobacterium tuberculosis
Keywords in Portuguese
cobre (II)
ditiocarbazato
tiossemicarbazona
tuberculose
Abstract in Portuguese
No presente trabalho, foram estudadas duas series de complexos mistos de cobre (II). A primeira serie de complexos, constituída pelos ligantes 3-hidroxipicolinato e 2-acetilpiridinatiossemicarbazona N(4) substituída, sendo o substituinte variado pelos grupos ciclohexil, etil e fenil, ou o 2-acetilpiridinabenzilditiocarbazato. A segunda serie, constituída pelas mesmas tiossemicarbazonas e ditiocarbazato, com o ligante 2-hidroxinicotinato no lugar do 3-hidroxipicolinato. Com a finalidade de avaliar a atividade contra Mycobacterium tuberculosis.
Os complexos obtidos foram caracterizados em estado sólido, pelo ponto de fusão e por meio espectroscopia de absorção na região do infravermelho e difração de raios X em monocristais. Em solução foi utilizada a técnica de espectroscopia eletrônica.
Foi feito o estudo da atividade biológica dos 8 compostos obtidos contra o Mycobacterium tuberculosis, sendo todos eles candidatos ativos e promissores no combate à bactéria, já que apresentam todos valores baixos de concentração inibitória mínima. Sendo que os complexos 2 ,3, 4 e 6 apresentam atividade melhor do que alguns dos fármacos já usados no tratamento como ciprofloxacino, ácido p-aminosalicílico, cicloserina, gentamicina, etambutol, kanamicina, tobramicina, claritromicina e tiacetazona.
Title in English
Synthesis and characterization of mixed copper compounds with potential anti-Mycobacterium tuberculosis activity
Keywords in English
copper (II)
dithiocarbazate
thiosemicarbazone
tuberculosis
Abstract in English
In the present work were investigated two series of mixed complexes of coppe (II). The first of them is constituted by the ligands 3-hydroxypicolinate and 2-acetylpyridinedithiosemicabazate or 2-acetylpyridinethiossemicrzones N(4) substituted, were the substituted groups consist on cyclohexyl, ethyl and phenyl. The second series is formed by the same thiosemicarbazones and dithiocarbazate, but with the ligand 2-hydroxynicotinate, instead of 3-hydroxypicolinate. This, in order to evaluate the activity against Mycobaterium tuberculosis.
The synthetized complexes have been characterized in solid state through the melting point and infrared spectroscopy and X-ray diffraction on single crystals. The characterization in solution was done by electronic spectroscopy.
Assays were performed to determine the biological activity of the eight compounds synthetized against the Mycobacterium tuberculosis. All complexes have shown low minimal inhibitory concentration, being promising candidates for successive tests. It is observed that complex 2, 3, 4 and 6 exhibit better activity than some of the drugs used in the treatment such as ciprofloxacin, p-aminosalicylic acid, cycloserine, gentamicin, ethambutol, kanamycin, tobramycin, thiacetazone and clarithromycin.
 
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Publishing Date
2013-10-10
 
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