N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone
Three new copper complexes of general formula [Cu(HL)Cl2] have been obtained with N(4)-ortho (H2Bz4oT, HL1), N(4)-meta (H2Bz4mT, HL2) and N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone (H2Bz4pT, HL3), in which the thiosemicarbazone attaches to the metal through the Npy-N-S chelating system. H2Bz4pT (HL3) crystallizes in the P1 space group, with a = 9.509(3) Å, b = 9.807(4) Å, c = 11.564(4) Å; alpha = 100.76(2)°, beta = 105.99(2)°, gamma = 114.59(2)°. The thiosemicarbazones and their copper(II) complexes exhibit high antifungal activities against Candida albicans with low values of minimum inhibitory concentration (MIC), in the 8-0.3 µg mL-1 (23 - 0.7 µmol L-1) range for the free bases and in the 1-0.1 µg mL-1 (2 - 0.3 µmol L-1) range for the complexes. Our results suggest that coordination to copper(II) could be an interesting strategy for dose reduction.
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Sociedade Brasileira de Química
2006
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oai:scielo:S0103-505320060008000132007-02-07N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazoneMendes,Isolda C.Moreira,Juliana P.Speziali,Nivaldo L.Mangrich,Antonio S.Takahashi,Jacqueline A.Beraldo,Heloisa thiosemicarbazones copper(II) complexes antifungal activity Candida albicans Three new copper complexes of general formula [Cu(HL)Cl2] have been obtained with N(4)-ortho (H2Bz4oT, HL1), N(4)-meta (H2Bz4mT, HL2) and N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone (H2Bz4pT, HL3), in which the thiosemicarbazone attaches to the metal through the Npy-N-S chelating system. H2Bz4pT (HL3) crystallizes in the P1 space group, with a = 9.509(3) Å, b = 9.807(4) Å, c = 11.564(4) Å; alpha = 100.76(2)°, beta = 105.99(2)°, gamma = 114.59(2)°. The thiosemicarbazones and their copper(II) complexes exhibit high antifungal activities against Candida albicans with low values of minimum inhibitory concentration (MIC), in the 8-0.3 µg mL-1 (23 - 0.7 µmol L-1) range for the free bases and in the 1-0.1 µg mL-1 (2 - 0.3 µmol L-1) range for the complexes. Our results suggest that coordination to copper(II) could be an interesting strategy for dose reduction.info:eu-repo/semantics/openAccessSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society v.17 n.8 20062006-12-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000800013en10.1590/S0103-50532006000800013 |
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Mendes,Isolda C. Moreira,Juliana P. Speziali,Nivaldo L. Mangrich,Antonio S. Takahashi,Jacqueline A. Beraldo,Heloisa |
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Mendes,Isolda C. Moreira,Juliana P. Speziali,Nivaldo L. Mangrich,Antonio S. Takahashi,Jacqueline A. Beraldo,Heloisa N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone |
author_facet |
Mendes,Isolda C. Moreira,Juliana P. Speziali,Nivaldo L. Mangrich,Antonio S. Takahashi,Jacqueline A. Beraldo,Heloisa |
author_sort |
Mendes,Isolda C. |
title |
N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone |
title_short |
N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone |
title_full |
N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone |
title_fullStr |
N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone |
title_full_unstemmed |
N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone |
title_sort |
n(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(ii) complexes with significant antifungal activity: crystal structure of n(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone |
description |
Three new copper complexes of general formula [Cu(HL)Cl2] have been obtained with N(4)-ortho (H2Bz4oT, HL1), N(4)-meta (H2Bz4mT, HL2) and N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone (H2Bz4pT, HL3), in which the thiosemicarbazone attaches to the metal through the Npy-N-S chelating system. H2Bz4pT (HL3) crystallizes in the P1 space group, with a = 9.509(3) Å, b = 9.807(4) Å, c = 11.564(4) Å; alpha = 100.76(2)°, beta = 105.99(2)°, gamma = 114.59(2)°. The thiosemicarbazones and their copper(II) complexes exhibit high antifungal activities against Candida albicans with low values of minimum inhibitory concentration (MIC), in the 8-0.3 µg mL-1 (23 - 0.7 µmol L-1) range for the free bases and in the 1-0.1 µg mL-1 (2 - 0.3 µmol L-1) range for the complexes. Our results suggest that coordination to copper(II) could be an interesting strategy for dose reduction. |
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Sociedade Brasileira de Química |
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2006 |
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http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000800013 |
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