Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity
Five novel tin Schiff base complexes with histidine analogues (derived from the condensation reaction between L-histidine and 3,5-di-tert-butyl-2-hydroxybenzaldehyde) have been synthesized and characterized. Characterization has been completed by IR and high-resolution mass spectroscopy, 1D and 2D s...
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| Format: | Article |
| Language: | English |
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Wiley
2013-01-01
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| Series: | Bioinorganic Chemistry and Applications |
| Online Access: | http://dx.doi.org/10.1155/2013/502713 |
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| author | Ariadna Garza-Ortiz Carlos Camacho-Camacho Teresita Sainz-Espuñes Irma Rojas-Oviedo Luis Raúl Gutiérrez-Lucas Atilano Gutierrez Carrillo Marco A. Vera Ramirez |
| author_facet | Ariadna Garza-Ortiz Carlos Camacho-Camacho Teresita Sainz-Espuñes Irma Rojas-Oviedo Luis Raúl Gutiérrez-Lucas Atilano Gutierrez Carrillo Marco A. Vera Ramirez |
| author_sort | Ariadna Garza-Ortiz |
| collection | DOAJ |
| description | Five novel tin Schiff base complexes with histidine analogues (derived from the condensation reaction between L-histidine and 3,5-di-tert-butyl-2-hydroxybenzaldehyde) have been synthesized and characterized. Characterization has been completed by IR and high-resolution mass spectroscopy, 1D and 2D solution NMR (1H, 13C and 119Sn), as well as solid state 119Sn NMR. The spectroscopic evidence shows two types of structures: a trigonal bipyramidal stereochemistry with the tin atom coordinated to five donating atoms (two oxygen atoms, one nitrogen atom, and two carbon atoms belonging to the alkyl moieties), where one molecule of ligand is coordinated in a three dentate fashion. The second structure is spectroscopically described as a tetrahedral tin complex with four donating atoms (one oxygen atom coordinated to the metal and three carbon atoms belonging to the alkyl or aryl substituents), with one molecule of ligand attached. The antimicrobial activity of the tin compounds has been tested against the growth of bacteria in vitro to assess their bactericidal properties. While pentacoordinated compounds 1, 2, and 3 are described as moderate effective to noneffective drugs against both Gram-positive and Gram-negative bacteria, tetracoordinated tin(IV) compounds 4 and 5 are considered as moderate effective and most effective compounds, respectively, against the methicillin-resistant Staphylococcus aureus strains (Gram-positive). |
| format | Article |
| id | doaj-art-b26468694f0a4dcc939fedd82eec84a1 |
| institution | Kabale University |
| issn | 1565-3633 1687-479X |
| language | English |
| publishDate | 2013-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Bioinorganic Chemistry and Applications |
| spelling | doaj-art-b26468694f0a4dcc939fedd82eec84a12025-02-03T01:20:29ZengWileyBioinorganic Chemistry and Applications1565-36331687-479X2013-01-01201310.1155/2013/502713502713Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological ActivityAriadna Garza-Ortiz0Carlos Camacho-Camacho1Teresita Sainz-Espuñes2Irma Rojas-Oviedo3Luis Raúl Gutiérrez-Lucas4Atilano Gutierrez Carrillo5Marco A. Vera Ramirez6Departamento de Sistemas Biológicos, Universidad Autónoma Metropolitana-Unidad Xochimilco, Calzada de Hueso 1100, Colonia Villa Quietud, 04960 Coyoacán, D.F., MexicoDepartamento de Sistemas Biológicos, Universidad Autónoma Metropolitana-Unidad Xochimilco, Calzada de Hueso 1100, Colonia Villa Quietud, 04960 Coyoacán, D.F., MexicoDepartamento de Sistemas Biológicos, Universidad Autónoma Metropolitana-Unidad Xochimilco, Calzada de Hueso 1100, Colonia Villa Quietud, 04960 Coyoacán, D.F., MexicoDepartamento de Sistemas Biológicos, Universidad Autónoma Metropolitana-Unidad Xochimilco, Calzada de Hueso 1100, Colonia Villa Quietud, 04960 Coyoacán, D.F., MexicoDepartamento de Sistemas Biológicos, Universidad Autónoma Metropolitana-Unidad Xochimilco, Calzada de Hueso 1100, Colonia Villa Quietud, 04960 Coyoacán, D.F., MexicoDepartamento de Resonancia Magnética Nuclear, Universidad Autónoma Metropolitana, Unidad Iztapalapa, San Rafael Atlixco, No. 186, Col. Vicentina, 09340 Iztapalapa, D. F., MexicoDepartamento de Resonancia Magnética Nuclear, Universidad Autónoma Metropolitana, Unidad Iztapalapa, San Rafael Atlixco, No. 186, Col. Vicentina, 09340 Iztapalapa, D. F., MexicoFive novel tin Schiff base complexes with histidine analogues (derived from the condensation reaction between L-histidine and 3,5-di-tert-butyl-2-hydroxybenzaldehyde) have been synthesized and characterized. Characterization has been completed by IR and high-resolution mass spectroscopy, 1D and 2D solution NMR (1H, 13C and 119Sn), as well as solid state 119Sn NMR. The spectroscopic evidence shows two types of structures: a trigonal bipyramidal stereochemistry with the tin atom coordinated to five donating atoms (two oxygen atoms, one nitrogen atom, and two carbon atoms belonging to the alkyl moieties), where one molecule of ligand is coordinated in a three dentate fashion. The second structure is spectroscopically described as a tetrahedral tin complex with four donating atoms (one oxygen atom coordinated to the metal and three carbon atoms belonging to the alkyl or aryl substituents), with one molecule of ligand attached. The antimicrobial activity of the tin compounds has been tested against the growth of bacteria in vitro to assess their bactericidal properties. While pentacoordinated compounds 1, 2, and 3 are described as moderate effective to noneffective drugs against both Gram-positive and Gram-negative bacteria, tetracoordinated tin(IV) compounds 4 and 5 are considered as moderate effective and most effective compounds, respectively, against the methicillin-resistant Staphylococcus aureus strains (Gram-positive).http://dx.doi.org/10.1155/2013/502713 |
| spellingShingle | Ariadna Garza-Ortiz Carlos Camacho-Camacho Teresita Sainz-Espuñes Irma Rojas-Oviedo Luis Raúl Gutiérrez-Lucas Atilano Gutierrez Carrillo Marco A. Vera Ramirez Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity Bioinorganic Chemistry and Applications |
| title | Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity |
| title_full | Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity |
| title_fullStr | Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity |
| title_full_unstemmed | Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity |
| title_short | Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity |
| title_sort | novel organotin iv schiff base complexes with histidine derivatives synthesis characterization and biological activity |
| url | http://dx.doi.org/10.1155/2013/502713 |
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