Synthesis, crystal structures, and anti-convulsant activities of ternary [Zn II(3,5-diisopropylsalicylate) 2], [Zn II(salicylate) 2] and [Zn II(aspirinate) 2] complexes
Following observations that bis(3,5-diisopropylsalicylato)diaquazinc II, [Zn II(3,5-DIPS) 2(H 2O) 2], had anti-convulsant activity, bis(acetylsalicylate)diaquazinc II, [Zn II(aspirinate) 2(H 2O) 2], and the Zn II ternary 1,10-phenanthroline (phen), 2,9-dimethyl-1,10-phenanthroline (neocuproine, NC)...
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Published in | Journal of inorganic biochemistry Vol. 98; no. 11; pp. 1734 - 1749 |
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Main Authors | , , , , , , |
Format | Journal Article |
Language | English |
Published |
United States
Elsevier Inc
01.11.2004
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Subjects | |
Online Access | Get full text |
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Summary: | Following observations that bis(3,5-diisopropylsalicylato)diaquazinc
II, [Zn
II(3,5-DIPS)
2(H
2O)
2], had anti-convulsant activity, bis(acetylsalicylate)diaquazinc
II, [Zn
II(aspirinate)
2(H
2O)
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
II3,5-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
2O
2OO (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
2O
2O
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
2O)
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
2O)
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
2O)
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-epileptic
drugs. |
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ISSN: | 0162-0134 1873-3344 |
DOI: | 10.1016/j.jinorgbio.2004.07.010 |