<i>In Vitro</i>Enzyme Inhibition Potentials and Antioxidant Activity of Synthetic Flavone Derivatives

Shoaib, Mohammad; Shah, Syed Wadood Ali; Ali, Niaz; Shah, Ismail; Umar, Muhammad Naveed; Shafiullah,; Ayaz, Muhammad; Tahir, Muhammad Nawaz; Akhtar, Sohail

doi:10.1155/2015/516878

Cited by 14 publications

(15 citation statements)

References 46 publications

(41 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The antioxidant activity of the final products (P1-P10) was determined by a 2.2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging assay. 54 A solution was formulated containing 3mL DPPH in methanol (1 mL) as a negative control. Similarly, a solution of ascorbic acid was formulated (reference standard).…”

Section: Methodsmentioning

confidence: 99%

Synthesis, In Silico and Pharmacological Evaluation of New Thiazolidine-4-Carboxylic Acid Derivatives Against Ethanol-Induced Neurodegeneration and Memory Impairment

Naz¹,

Kury²,

Nadeem³

et al. 2022

JIR

View full text Add to dashboard Cite

Introduction Several studies revealed that alcohol utilization impairs memory in adults; however, the underlying mechanism is still unclear. The production of inflammatory markers and reactive oxygen species (ROS) plays a major role in neurodegeneration, which leads to memory impairment. Therefore, targeting neuroinflammation and oxidative distress could be a useful strategy for abrogating the hallmarks of ethanol-induced neurodegeneration. Moreover, several studies have demonstrated multiple biological activities of thiazolidine derivatives including neuroprotection. Methods In the current study, we synthesized ten (10) new thiazolidine-4-carboxylic acid derivatives (P1-P10), characterized their synthetic properties using proton nuclear magnetic resonance ( 1 H-NMR) and carbon-13 NMR, and further investigated the neuroprotective potential of these compounds in an ethanol-induced neuroinflammation model. Results Our results suggested altered levels of antioxidant enzymes associated with an elevated level of tumor necrosis factor-alpha (TNF-α), nuclear factor-κB (p-NF-κB), pyrin domain-containing protein 3 (NLRP3), and cyclooxygenase-2 (COX-2) in ethanol-treated animals. Ethanol treatment also led to memory impairment in rats, as assessed by behavioral tests. To further support our notion, we performed molecular docking studies, and all synthetic compounds exhibited a good binding affinity with a fair bond formation with selected targets (NF-κB, TLR4, NLRP3, and COX-2). Discussion Overall, our results revealed that these derivatives may be beneficial in reducing neuroinflammation by acting on different stages of inflammation. Moreover, P8 and P9 treatment attenuated the neuroinflammation, oxidative stress, and memory impairment caused by ethanol.

show abstract

Section: Methodsmentioning

confidence: 99%

Synthesis, In Silico and Pharmacological Evaluation of New Thiazolidine-4-Carboxylic Acid Derivatives Against Ethanol-Induced Neurodegeneration and Memory Impairment

Naz¹,

Kury²,

Nadeem³

et al. 2022

JIR

View full text Add to dashboard Cite

show abstract

“…In small doses, they are useful and play physiological roles and are also involved in signalling processes [ 3 ]. When the antioxidant system is overloaded, ROS will damage proteins, DNA, and lipids [ 4 ]. Therefore, it is essential to identify exogenous sources of antioxidants which can reduce ROS effects [ 5 ].…”

Section: Introductionmentioning

confidence: 99%

Phytochemical Analysis of Anti‐Inflammatory and Antioxidant Effects of Mahonia aquifolium Flower and Fruit Extracts

Andreicut

Pârvu

Moţ

et al. 2018

Oxidative Medicine and Cellular Longevity

View full text Add to dashboard Cite

Oxidative stress and inflammation are interlinked processes. The aim of the study was to perform a phytochemical analysis and to evaluate the antioxidant and anti-inflammatory activities of ethanolic Mahonia aquifolium flower (MF), green fruit (MGF), and ripe fruit (MRF) extracts. Plant extract chemical composition was evaluated by HLPC. A DPPH test was used for the in vitro antioxidant activity. The in vivo antioxidant effects and the anti-inflammatory potential were tested on a rat turpentine oil-induced inflammation, by measuring serum nitric oxide (NOx) and TNF-alpha, total oxidative status (TOS), total antioxidant reactivity (TAR), oxidative stress index (OSI), 3-nitrothyrosine (3NT), malondialdehyde (MDA), and total thiols (SH). Extracts were administrated orally in three dilutions (100%, 50%, and 25%) for seven days prior to inflammation. The effects were compared to diclofenac. The HPLC polyphenol and alkaloid analysis revealed chlorogenic acid as the most abundant compound. All extracts had a good in vitro antioxidant activity, decreased NOx, TOS, and 3NT, and increased SH. TNF-alpha was reduced, and TAR increased only by MF and MGF. MDA was not influenced. Our findings suggest that M. aquifolium has anti-inflammatory and antioxidant effects that support the use in primary prevention of the inflammatory processes.

show abstract

“…were purchased from Sigma-Aldrich (Taufkirchen, Germany). Synthetic flavonoids F1 – F5 previously synthesized by our group were used in the study [ 9 , 10 , 11 ].…”

Section: Methodsmentioning

confidence: 99%

“…The reaction was started by adding ATChI (40 µL), and the mixture was incubated at 25 °C for 20 min. The absorbance at 412 nm was measured spectrophotometrically in triplicate [ 9 ]. Similarly, the butyrylcholinesterase inhibitory potentials of flavone derivatives ( F1 – F5 ) of various concentrations were assessed using the BuChE enzyme, DTNB and BTChI, and the absorbance was measured at 412 nm.…”

Section: Methodsmentioning

confidence: 99%

Flavonoid Derivatives as Potential Cholinesterase Inhibitors in Scopolamine-Induced Amnesic Mice: An In Vitro, In Vivo and Integrated Computational Approach

et al. 2022

Self Cite

View full text Add to dashboard Cite

Flavonoids are one of the most exciting types of phenolic compounds with a wide range of bioactive benefits. A series of flavone derivatives (F1–F5) were previously synthesized from substituted O-hydroxy acetophenone and substituted chloro-benzaldehydes. The titled compounds F1–F5 in the present study were evaluated for their anticholinesterase potential (against AChE and BuChE). The obtained results were then validated through a molecular docking approach. Compound F5 was found to be the most potent inhibitor of AChE (IC50 = 98.42 ± 0.97 µg/mL) followed by compound F4, whereas compound F2 was found to be the most promising inhibitor of BuChE (IC50 = 105.20 ± 1.43 µg/mL) among the tested compounds. The molecular docking analysis revealed a similar trend in the binding affinity of compounds with the targeted enzymes and found them to be capable of forming highly stable complexes with both receptors. The selected compounds were further subjected to in vivo assessment of cognitive function in a scopolamine-induced amnesic animal model, in which almost all compounds F1–F5 significantly attenuated the amnesic effects as evaluated through Y-Maze Paradigm and novel object discrimination (NOD) tasks, findings that were further supported by ex vivo experimental results. Among (F1–F5), F5 showed significant anti-amnesic effects in scopolamine-induced amnesic models and ameliorated the memory loss in behavioral model studies as compared to counterparts. In ex vivo study, noteworthy protection from oxidative stress in the brains of scopolamine-induced amnesic mice was also recorded for F5. These findings also confirmed that there were no significant differences among the in vivo and ex vivo results after administration of F1–F5 (7.5 or 15 mg/kg) or donepezil (2 mg/kg). These synthesized flavonoids could serve as potential candidates for new neuroprotective and nootropic drugs. However, further studies are needed to validate their observed potential in other animal models as well.

show abstract

In VitroEnzyme Inhibition Potentials and Antioxidant Activity of Synthetic Flavone Derivatives

Cited by 14 publications

References 46 publications

Synthesis, In Silico and Pharmacological Evaluation of New Thiazolidine-4-Carboxylic Acid Derivatives Against Ethanol-Induced Neurodegeneration and Memory Impairment

Synthesis, In Silico and Pharmacological Evaluation of New Thiazolidine-4-Carboxylic Acid Derivatives Against Ethanol-Induced Neurodegeneration and Memory Impairment

Phytochemical Analysis of Anti‐Inflammatory and Antioxidant Effects of Mahonia aquifolium Flower and Fruit Extracts

Flavonoid Derivatives as Potential Cholinesterase Inhibitors in Scopolamine-Induced Amnesic Mice: An In Vitro, In Vivo and Integrated Computational Approach

Contact Info

Product

Resources

About