Versatile applications of transition metal incorporating quinoline Schiff base metal complexes: An overview

Sonawane, Harshad R.; Vibhute, Baliram T.; Aghav, B. D.; Deore, Jaydeep V.; Patil, Sanjay K.

doi:10.1016/j.ejmech.2023.115549

Cited by 26 publications

(6 citation statements)

References 126 publications

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“…In Scheme 2, pyrazoles 4a-c were obtained in 69-77% yields through the treatment of compound 1 with substituted aryledines in propanol for 9 h. Also, the reactions of 1 with potassium thiocyanate afforded compound 5, which was conveniently cyclized using a 10% NaOH solution to produce a new derivative of triazole 6 in a 63% yield. The synthesis was accordance with other fused systems such as pyridine-imidazoles [37]. On the other hand, 2-(4-acetylphenyl)isoindoline-1,3-dione was used as an intermediate for the synthesis of pyridine derivatives 7a-d (65-77%), and 8a-d (67-79%) through a one-pot condensation reaction with aryl aldehydes and some active methylene, such as malononitrile and ethyl cyanoacetate in the presence of ammonium acetate (Scheme 3).…”

Section: Chemistrysupporting

confidence: 57%

Section: Chemistrysupporting

confidence: 57%

“…The novel heterocyclic scaffolds, such as tetrazole, triazole, pyrazole, and pyridine, were synthesized as shown in Scheme 1 , Scheme 2 and Scheme 3 . Quinolinyl hydrazide 1 was synthesized by stirring quinoline ester and hydrazine hydrate in ethanol using the ultrasound irradiation method for 0.5 h [ 36 , 37 , 38 ]. The key intermediate 1 was used for synthesizing some heterocyclic moieties.…”

Section: Resultsmentioning

confidence: 99%

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Quinoline- and Isoindoline-Integrated Polycyclic Compounds as Antioxidant, and Antidiabetic Agents Targeting the Dual Inhibition of α-Glycosidase and α-Amylase Enzymes

Al-Ghorbani,

Alharbi,

Al-Odayni

et al. 2023

Pharmaceuticals

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Novel analogs of quinoline and isoindoline containing various heterocycles, such as tetrazole, triazole, pyrazole, and pyridine, were synthesized and characterized using FT-IR, NMR, and mass spectroscopy, and their antioxidant and antidiabetic activities were investigated. The previously synthesized compound 1 was utilized in conjugation with ketone-bearing tetrazole and isoindoline-1,3-dione to synthesize Schiff’s bases 2 and 3. Furthermore, hydrazide 1 was treated with aryledines to provide pyrazoles 4a–c. Compound 5 was obtained by treating 1 with potassium thiocyanate, which was then cyclized in a basic solution to afford triazole 6. On the other hand, pyridine derivatives 7a–d and 8a–d were synthesized using 2-(4-acetylphenyl)isoindoline-1,3-dione via a one-pot condensation reaction with aryl aldehydes and active methylene compounds. From the antioxidant and antidiabetic studies, compound 7d showed significant antioxidant activity with an EC50 = 0.65, 0.52, and 0.93 mM in the free radical scavenging assays (DPPH, ABTS, and superoxide anion radicals). It also displayed noteworthy inhibitory activity against both enzymes α-glycosidase (IC50: 0.07 mM) and α-amylase (0.21 mM) compared to acarbose (0.09 mM α-glycosidase and 0.25 mM for α-amylase), and higher than in the other compounds. During in silico assays, compound 7d exhibited favorable binding affinities towards both α-glycosidase (−10.9 kcal/mol) and α-amylase (−9.0 kcal/mol) compared to acarbose (−8.6 kcal/mol for α-glycosidase and −6.0 kcal/mol for α-amylase). The stability of 7d was demonstrated by molecular dynamics simulations and estimations of the binding free energy throughout the simulation session (100 ns).

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Section: Chemistrysupporting

confidence: 57%

Section: Chemistrysupporting

confidence: 57%

Section: Resultsmentioning

confidence: 99%

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Quinoline- and Isoindoline-Integrated Polycyclic Compounds as Antioxidant, and Antidiabetic Agents Targeting the Dual Inhibition of α-Glycosidase and α-Amylase Enzymes

Al-Ghorbani,

Alharbi,

Al-Odayni

et al. 2023

Pharmaceuticals

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“…Further, there is a wide degree of flexibility for the selection of different carbonyl compounds for reaction with different amines [ 56 ], and it is relatively easy to introduce amino or aldehyde groups into polymeric compounds via chemical modification [ 48 , 57 ]. Crucially, Schiff bases can coordinate with metal ions via the hybrid orbitals of their nitrogen atoms and lone pairs to form metal complexes with different stabilities and functions [ 58 ], and some such ligands and their complexes have shown good antibacterial, anti-inflammatory, antioxidant, and other biological activity [ 59 , 60 , 61 ].…”

Section: Smart Responsive Hydrogel Designmentioning

confidence: 99%

Smart Responsive and Controlled-Release Hydrogels for Chronic Wound Treatment

Jia,

Dou,

Zhang

et al. 2023

Pharmaceutics

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Chronic wounds are a major health challenge that require new treatment strategies. Hydrogels are promising drug delivery systems for chronic wound healing because of their biocompatibility, hydration, and flexibility. However, conventional hydrogels cannot adapt to the dynamic and complex wound environment, which involves low pH, high levels of reactive oxygen species, and specific enzyme expression. Therefore, smart responsive hydrogels that can sense and respond to these stimuli are needed. Crucially, smart responsive hydrogels can modulate drug release and eliminate pathological factors by changing their properties or structures in response to internal or external stimuli, such as pH, enzymes, light, and electricity. These stimuli can also be used to trigger antibacterial responses, angiogenesis, and cell proliferation to enhance wound healing. In this review, we introduce the synthesis and principles of smart responsive hydrogels, describe their design and applications for chronic wound healing, and discuss their future development directions. We hope that this review will inspire the development of smart responsive hydrogels for chronic wound healing.

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“…24 Quinolines are known to chelate metal ions essential for bacterial growth, inhibiting crucial enzymatic processes. 25 Carboxylates, 26,27 on the other hand, may act as metal ion chelators or disrupt bacterial cell walls by interfering with their structural integrity. 28,29 However, these studies often rely on other metal ions to confer carboxylated polymers’ antimicrobial properties, leading to suboptimal antimicrobial performance.…”

Section: Introductionmentioning

confidence: 99%

Enhancing antibacterial properties by regulating valence configurations of copper: a focus on Cu-carboxyl chelates

Qian,

Chen,

Qin

et al. 2024

J. Mater. Chem. B

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Versatile applications of transition metal incorporating quinoline Schiff base metal complexes: An overview

Cited by 26 publications

References 126 publications

Quinoline- and Isoindoline-Integrated Polycyclic Compounds as Antioxidant, and Antidiabetic Agents Targeting the Dual Inhibition of α-Glycosidase and α-Amylase Enzymes

Quinoline- and Isoindoline-Integrated Polycyclic Compounds as Antioxidant, and Antidiabetic Agents Targeting the Dual Inhibition of α-Glycosidase and α-Amylase Enzymes

Smart Responsive and Controlled-Release Hydrogels for Chronic Wound Treatment

Enhancing antibacterial properties by regulating valence configurations of copper: a focus on Cu-carboxyl chelates

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