Transition metal complexes of 3-aryl-2-substituted 1,2-dihydroquinazolin-4(3H)-one derivatives: New class of analgesic and anti-inflammatory agents

Hoonur, Rekha S.; Patil, Basavaraj R.; Badiger, Dayananda S.; Vadavi, Ramesh S.; Gudasi, Kalagouda B.; Dandawate, Prasad; Ghaisas, Mahesh M.; Padhyé, Subhash; Nethaji, Munirathinam

doi:10.1016/j.ejmech.2010.01.072

Cited by 59 publications

(15 citation statements)

References 31 publications

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“…Brain infarct size and edema volume are strongly correlated with neurological deficit. Honoor et al [41] reported that the complexes of Cu(ii), Zn(ii), Mn(ii), and Ni(ii) demonstrated a dose-dependent reduction of edema volume in rats. In this study, MCAO triggered significant brain infarction and edema; however, TQ-6 repressed these deficits in a dose-dependent manner.…”

Section: Discussionmentioning

confidence: 99%

Synthetic Ruthenium Complex TQ-6 Potently Recovers Cerebral Ischemic Stroke: Attenuation of Microglia and Platelet Activation

Hsia

Jayakumar

Sheu

et al. 2020

JCM

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Activated microglia are crucial in the regulation of neuronal homeostasis and neuroinflammation. They also contribute to neuropathological processes after ischemic stroke. Thus, finding new approaches for reducing neuroinflammation has gained considerable attention. The metal ruthenium has gained notable attention because of its ability to form new complexes that can be used in disease treatment. [Ru(η6-cymene)2-(1H-benzoimidazol-2-yl)-quinoline Cl]BF4 (TQ-6), a potent ruthenium (II)-derived compound, was used in this study to investigate its neuroprotective action against microglia activation, middle cerebral artery occlusion (MCAO)-induced embolic stroke, and platelet activation, respectively. TQ-6 (2 μM) potently diminished inflammatory mediators (nitric oxide/inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX-2)) expression, nuclear factor kappa B (NF-κB) p65 phosphorylation, nuclear translocation, and hydroxyl radical (OH•) formation in LPS-stimulated microglia. Conversely, TQ-6 increased the expression of nuclear factor erythroid 2-related factor 2 (Nrf2) and heme oxygenase-1 (HO-1). Moreover, it significantly reduced brain infarct volume and edema in MCAO mice. Additionally, it drastically inhibited platelet aggregation and OH• production in mice platelets. This study confirmed that TQ-6 exerts an anti-neuroinflammatory effect on microglia activation through neuroprotection, antiplatelet activation, and free radical scavenging. The authors propose that TQ-6 might mitigate neurodegenerative pathology by inhibiting the NF-κB-mediated downstream pathway (iNOS and COX-2) and enhancing Nrf2/HO-1 signaling molecules in microglia.

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Section: Discussionmentioning

confidence: 99%

Synthetic Ruthenium Complex TQ-6 Potently Recovers Cerebral Ischemic Stroke: Attenuation of Microglia and Platelet Activation

Hsia

Jayakumar

Sheu

et al. 2020

JCM

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“…For example, the anti-inflammatory activities of metal complexes 32–35 of a 1,2-dihydroquinazolinone derivative were superior to those of the free ligand. 46 This was attributed to the higher lipophilicity of the metal complexes compared to the free ligand, potentially improving the ability of the complexes to pass through cellular membranes and into cells. In the case of the NSAID aceclofenac 9 , complexation with zinc generated a zinc–aceclofenac complex that induced fewer stomach ulcers in rats, while having comparable anti-inflammatory activity to the parent drug.…”

Section: Discussionmentioning

confidence: 99%

“…12). 46 Pyridine-2-ethyl-(3-carboxylideneamine)-3-(2-phenyl)-1,2-dihydroquinazolin-4(3 H )-one behaves as a neutral, tridentate ligand, generating five-coordinated transition metal complexes with metal ions. The complexes exhibited a dose-dependent reduction of edema volume in rats challenged with carrageenan, with the Cu( ii ) complex 32 again exhibiting the most potent anti-inflammatory activity.…”

Section: Metal Complexes Of Anti-inflammatory Compoundsmentioning

confidence: 99%

Metal complexes as potential modulators of inflammatory and autoimmune responses

et al. 2015

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“…Due to the lone pair of the sp 2 nitrogen in the azomethine group, this organic class of compounds has a potential in coordination chemistry as ligands with high design flexibility and high functionality [1,2]. Transition metal complexes with Schiff bases have been of significant interest due to their antibacterial and antifungal activities [3][4][5]. Schiff base complexes can be tailored and designed as materials in many applications such as molecular sensing [6,7], optical switching [8], non-linear optics and photo-initiated processes [9].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Novel Pyridyl-Based Schiff Base and Its Coordination Behaviour with Ruthenium(II) and Zinc(II)

Al-Rashdi¹,

Eltayeb²,

Al-Khathami³

et al. 2017

Asian J. Chem.

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High reactivity of the Schiff base product of p-toluidine with pyridine-2-carboxaldehyde was observed, leading to methyl group isomerization (immigration) to ortho-position followed by the dimerization reaction to form biphenyl system. This compound was identified and characterized using IR, ESI MS and NMR spectroscopic methods and its structure confirmed by XRD single crystal. The coordination behaviour of the Schiff base was examined using ruthenium(II) and zinc(II). Two metal complexes were only isolated and identified by Xray crystallography for ruthenium(II) and zinc(II). The coordination behaviour of both metals differs significantly, although both of them promote the oxidation reaction on one of the azomethine bond.

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Transition metal complexes of 3-aryl-2-substituted 1,2-dihydroquinazolin-4(3H)-one derivatives: New class of analgesic and anti-inflammatory agents

Cited by 59 publications

References 31 publications

Synthetic Ruthenium Complex TQ-6 Potently Recovers Cerebral Ischemic Stroke: Attenuation of Microglia and Platelet Activation

Synthetic Ruthenium Complex TQ-6 Potently Recovers Cerebral Ischemic Stroke: Attenuation of Microglia and Platelet Activation

Metal complexes as potential modulators of inflammatory and autoimmune responses

Synthesis of Novel Pyridyl-Based Schiff Base and Its Coordination Behaviour with Ruthenium(II) and Zinc(II)

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