Journal of Inorganic Biochemistry, volume 98, issue 11, pages 1734-1749
Synthesis, crystal structures, and anti-convulsant activities of ternary [ZnII(3,5-diisopropylsalicylate)2], [ZnII(salicylate)2] and [ZnII(aspirinate)2] complexes
Pascale LEMOINE
1
,
Bernard VIOSSAT
1
,
NGUYEN HUY DUNG
2
,
Alain Tomas
1
,
Georges Morgant
2
,
FREDERICK T. GREENAWAY
3
,
John R.J. Sorenson
4
2
Laboratoire de Cristallochimie Bioinorganique, Faculté de Pharmacie, Paris XI, France
|
3
Carlson School of Chemistry and Biochemistry, Clark University, Worcester, MA 01610, USA
|
4
Division of Medicinal Chemistry, Department of Pharmaceutical Sciences, College of Pharmacy, Slot 522, University of Arkansas, Medical Sciences Campus, 4301 West Markham Street, Little Rock, AR 72205-7122, USA
|
Publication type: Journal Article
Publication date: 2004-11-01
Journal:
Journal of Inorganic Biochemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 3.9
ISSN: 01620134, 18733344
Biochemistry
Inorganic Chemistry
Abstract
Following observations that bis(3,5-diisopropylsalicylato)diaquazinc(II), [Zn(II)(3,5-DIPS)(2)(H(2)O)(2)], had anti-convulsant activity, bis(acetylsalicylate)diaquazinc(II), [Zn(II)(aspirinate)(2)(H(2)O)(2)], and the Zn(II) ternary 1,10-phenanthroline (phen), 2,9-dimethyl-1,10-phenanthroline (neocuproine, NC) or dimethyl sulfoxide (DMSO) complexes of Zn(II)3,5-diisopropylsalicylate, salicylate, and acetylsalicylate were synthesized and spectroscopically characterized. Anti-convulsant and Rotorod toxicity activities of these complexes were determined to examine their anti-convulsant and undesirable central nervous stimulant or depressant activities of these Zn(II) non-steroidal anti-inflammatory agent complexes. Bis(3,5-diisopropylsalicylato)-1,10-phenanthorlinezinc(II), [Zn(II)(3,5-DIPS)(2)(phen)], (1) has one bidentate phen ligand and two mono-deprotonated 3,5-DIPS ligands. One of the carboxylates bonds in an asymmetric chelating mode. The Zn(II) atom exhibits a distorted bicapped rectangular pyramidal environment N(2)O(2)OO (4+1+1 *). In the neocuproine complex, bis(3,5-diisopropylsalicylato)-2,9-dimethyl-1,10-phenanthorlinezinc(II), [Zn(II)(3,5-DIPS)(2)(NC)] (2), the Zn(II) atom has a much more distorted bicapped rectangular pyramidal environment, N(2)O(2)O(2) (4+2 *), compared to 1. The two carboxylate ligands exhibit the same asymmetric coordinating mode with longer metalloelement-oxygen bond distances compared to 1. The space group of [Zn(II)(aspirinate)(2)(H(2)O)(2)] (3), which has been reported as Cc is corrected to C2/c. The zinc atom exhibits a (4+2 *) bicapped square pyramidal environment. While the two ternary phenanthroline-containing complexes, 1 and 2, evidenced weak protection against maximal electroshock (MES)- and subcutaneous Metrazol (scMET) induced seizures, [Zn(II)(3,5-DIPS)(2)(DMSO)(2)], [Zn(II)(aspirinate)(2)(H(2)O)(2)], and bis(salicylato)-1,10-phenanthorlinezinc(II), [Zn(II)(salicylate)(2)(phen)], were found to be particularly useful in protecting against MES and scMET seizures and [Zn(II)(aspirinate)(2)(H(2)O)(2)] and [Zn(II)(salicylate)(2)(phen)] were found to have activity in protecting against Psychomotor seizures, without causing Rotorod toxicity. Activities of these and other Zn(II) complexes of non-steroidal anti-inflammatory agents are consistent with the well-known anti-inflammatory responses of Zn(II)-dependent enzymes. There was also some evidence of Rotorod toxicity consistent with a mechanism of action involving sedative-hypnotic activity of recognized anti-epilepticdrugs.
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1
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Citations by publishers
5
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25
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35
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3 publications, 5%
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3 publications, 5%
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3 publications, 5%
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Bentham Science
1 publication, 1.67%
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Frontiers Media S.A.
1 publication, 1.67%
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Wiley
1 publication, 1.67%
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Pleiades Publishing
1 publication, 1.67%
|
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 1.67%
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5
10
15
20
25
30
35
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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LEMOINE P. et al. Synthesis, crystal structures, and anti-convulsant activities of ternary [ZnII(3,5-diisopropylsalicylate)2], [ZnII(salicylate)2] and [ZnII(aspirinate)2] complexes // Journal of Inorganic Biochemistry. 2004. Vol. 98. No. 11. pp. 1734-1749.
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LEMOINE P., VIOSSAT B., DUNG N. H., Tomas A., Morgant G., GREENAWAY F. T., Sorenson J. R. Synthesis, crystal structures, and anti-convulsant activities of ternary [ZnII(3,5-diisopropylsalicylate)2], [ZnII(salicylate)2] and [ZnII(aspirinate)2] complexes // Journal of Inorganic Biochemistry. 2004. Vol. 98. No. 11. pp. 1734-1749.
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TY - JOUR
DO - 10.1016/j.jinorgbio.2004.07.010
UR - https://doi.org/10.1016/j.jinorgbio.2004.07.010
TI - Synthesis, crystal structures, and anti-convulsant activities of ternary [ZnII(3,5-diisopropylsalicylate)2], [ZnII(salicylate)2] and [ZnII(aspirinate)2] complexes
T2 - Journal of Inorganic Biochemistry
AU - LEMOINE, Pascale
AU - VIOSSAT, Bernard
AU - DUNG, NGUYEN HUY
AU - Tomas, Alain
AU - Morgant, Georges
AU - GREENAWAY, FREDERICK T.
AU - Sorenson, John R.J.
PY - 2004
DA - 2004/11/01 00:00:00
PB - Elsevier
SP - 1734-1749
IS - 11
VL - 98
SN - 0162-0134
SN - 1873-3344
ER -
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@article{2004_LEMOINE,
author = {Pascale LEMOINE and Bernard VIOSSAT and NGUYEN HUY DUNG and Alain Tomas and Georges Morgant and FREDERICK T. GREENAWAY and John R.J. Sorenson},
title = {Synthesis, crystal structures, and anti-convulsant activities of ternary [ZnII(3,5-diisopropylsalicylate)2], [ZnII(salicylate)2] and [ZnII(aspirinate)2] complexes},
journal = {Journal of Inorganic Biochemistry},
year = {2004},
volume = {98},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/j.jinorgbio.2004.07.010},
number = {11},
pages = {1734--1749},
doi = {10.1016/j.jinorgbio.2004.07.010}
}
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LEMOINE, Pascale, et al. “Synthesis, crystal structures, and anti-convulsant activities of ternary [ZnII(3,5-diisopropylsalicylate)2], [ZnII(salicylate)2] and [ZnII(aspirinate)2] complexes.” Journal of Inorganic Biochemistry, vol. 98, no. 11, Nov. 2004, pp. 1734-1749. https://doi.org/10.1016/j.jinorgbio.2004.07.010.