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Synthesis and characterization of FeIII(μ-OH)ZnII complexes : Effects of a second coordination sphere and increase in the chelate ring size on the hydrolysis of a phosphate diester and DNA

Silva, Graciela Aparecida Dos Santos; Amorim, André Luiz; Souza, Bernardo De; Gabriel, Philipe; Terenzi, Hernán; Nordlander, Ebbe LU ; Neves, Ademir and Peralta, Rosely A. (2017) In Dalton Transactions 46(34). p.11380-11394
Abstract

The synthesis and characterization of three ligands and their respective heterobinuclear FeIIIZnII complexes were carried out, with the goal of mimicking the active site of purple acid phosphatases (PAPs). The ligand 2-hydroxy-3-(((2-hydroxy-5-methyl-3-(((2-(pyridin-2-yl)ethyl)(pyridin-2-ylmethyl)amino)methyl)benzyl)(pyridin-2ylmethyl)amino)methyl)-5-methylbenzaldehyde (H2L2) was synthesized and its complex (FeIIIZnIIL2) was used as a basis for comparison with similar complexes previously published in the literature. Subsequent modifications were conducted in the aldehyde group, where 1,2-ethanediamine and 1,4-diaminobutane were used as side chain derivatives.... (More)

The synthesis and characterization of three ligands and their respective heterobinuclear FeIIIZnII complexes were carried out, with the goal of mimicking the active site of purple acid phosphatases (PAPs). The ligand 2-hydroxy-3-(((2-hydroxy-5-methyl-3-(((2-(pyridin-2-yl)ethyl)(pyridin-2-ylmethyl)amino)methyl)benzyl)(pyridin-2ylmethyl)amino)methyl)-5-methylbenzaldehyde (H2L2) was synthesized and its complex (FeIIIZnIIL2) was used as a basis for comparison with similar complexes previously published in the literature. Subsequent modifications were conducted in the aldehyde group, where 1,2-ethanediamine and 1,4-diaminobutane were used as side chain derivatives. The compounds FeIIIZnIIL2 (1), FeIIIZnIIL2-et (2) and FeIIIZnIIL2-but (3) were characterized by spectroscopic methods (infrared and UV-Vis) and ESI-MS spectrometry. Theoretical calculations were performed to provide insights into the complex structures with FeIIIZnII structures. The hydrolytic activity was analyzed both with the model substrate 2,4-BDNPP and with DNA catalyzed by complexes 1, 2 and 3.

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organization
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type
Contribution to journal
publication status
published
subject
in
Dalton Transactions
volume
46
issue
34
pages
15 pages
publisher
Royal Society of Chemistry
external identifiers
  • scopus:85028723693
  • wos:000408697300030
ISSN
1477-9226
DOI
10.1039/c7dt02035j
language
English
LU publication?
yes
id
ed6d0d43-1c1c-4756-9bd7-9280c5b02c70
date added to LUP
2017-09-28 08:11:37
date last changed
2018-11-21 21:34:50
@article{ed6d0d43-1c1c-4756-9bd7-9280c5b02c70,
  abstract     = {<p>The synthesis and characterization of three ligands and their respective heterobinuclear Fe<sup>III</sup>Zn<sup>II</sup> complexes were carried out, with the goal of mimicking the active site of purple acid phosphatases (PAPs). The ligand 2-hydroxy-3-(((2-hydroxy-5-methyl-3-(((2-(pyridin-2-yl)ethyl)(pyridin-2-ylmethyl)amino)methyl)benzyl)(pyridin-2ylmethyl)amino)methyl)-5-methylbenzaldehyde (H<sub>2</sub>L<sup>2</sup>) was synthesized and its complex (Fe<sup>III</sup>Zn<sup>II</sup>L<sup>2</sup>) was used as a basis for comparison with similar complexes previously published in the literature. Subsequent modifications were conducted in the aldehyde group, where 1,2-ethanediamine and 1,4-diaminobutane were used as side chain derivatives. The compounds Fe<sup>III</sup>Zn<sup>II</sup>L<sup>2</sup> (1), Fe<sup>III</sup>Zn<sup>II</sup>L<sup>2</sup>-et (2) and Fe<sup>III</sup>Zn<sup>II</sup>L<sup>2</sup>-but (3) were characterized by spectroscopic methods (infrared and UV-Vis) and ESI-MS spectrometry. Theoretical calculations were performed to provide insights into the complex structures with Fe<sup>III</sup>Zn<sup>II</sup> structures. The hydrolytic activity was analyzed both with the model substrate 2,4-BDNPP and with DNA catalyzed by complexes 1, 2 and 3.</p>},
  author       = {Silva, Graciela Aparecida Dos Santos and Amorim, André Luiz and Souza, Bernardo De and Gabriel, Philipe and Terenzi, Hernán and Nordlander, Ebbe and Neves, Ademir and Peralta, Rosely A.},
  issn         = {1477-9226},
  language     = {eng},
  number       = {34},
  pages        = {11380--11394},
  publisher    = {Royal Society of Chemistry},
  series       = {Dalton Transactions},
  title        = {Synthesis and characterization of Fe<sup>III</sup>(μ-OH)Zn<sup>II</sup> complexes : Effects of a second coordination sphere and increase in the chelate ring size on the hydrolysis of a phosphate diester and DNA},
  url          = {http://dx.doi.org/10.1039/c7dt02035j},
  volume       = {46},
  year         = {2017},
}