Synthesis, characterization and SAR studies of bis(imino)pyridines as antioxidants, acetylcholinesterase inhibitors and antimicrobial agents

Milošević, Maja; Marinković, Aleksandar D.; Petrović, Predrag; Klaus, Anita; Nikolić, Milica; Prlainović, Nevena Ž.; Cvijetić, Ilija N.

doi:10.1016/j.bioorg.2020.104073

Cited by 25 publications

(7 citation statements)

References 59 publications

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“…ABTS cannot be considered a pro-oxidant, since it is quite stable [ 132 ] when it occurs with DPPH. Although the ABTS assay is a well-known method to assess total antioxidant activity and is used in diverse samples, such as food and body fluids [ 133 ], some authors do not consider it an accurate method. Since it does not use a substrate to be oxidized, it cannot adequately mimic the processes in food and biological samples, meaning it is considered artificial [ 18 ].…”

Section: First Issue: Common Antioxidant Activity Methods In Vitromentioning

confidence: 99%

Natural Antioxidant Evaluation: A Review of Detection Methods

et al. 2022

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Antioxidants have drawn the attention of the scientific community due to being related to the prevention of various degenerative diseases. The antioxidant capacity has been extensively studied in vitro, and different methods have been used to assess its activity. However, the main issues related to studying natural antioxidants are evaluating whether these antioxidants demonstrate a key role in the biological system and assessing their bioavailability in the organism. The majority of outcomes in the literature are controversial due to a lack of method standardization and their proper application. Therefore, this study aims to compile the main issues concerning the natural antioxidant field of study, comparing the most common in vitro methods to evaluate the antioxidant activity of natural compounds, demonstrating the antioxidant activity in biological systems and the role of the main antioxidant enzymes of redox cellular signaling and explaining how the bioavailability of bioactive compounds is evaluated in animal models and human clinical trials.

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Section: First Issue: Common Antioxidant Activity Methods In Vitromentioning

confidence: 99%

Natural Antioxidant Evaluation: A Review of Detection Methods

et al. 2022

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“…Bis(Imino) pyridine derivatives, compounds 95-97 were found active antioxidant agents against DPPH and ABTS as free radicals. [54] Compounds 95 and 97 were more potent than that of the standard antioxidant, ascorbic acid. These compounds possess several potential coordination sites and are believed to be better ligands.…”

Section: Antioxidant Potentialsmentioning

confidence: 97%

“…The inhibitory effect of bis(imino)pyridine derivatives against AChE was moderate and these compounds does not encourage further research in the line. [54] Compound 109, is a polydentate Ndonor ligand and was proved very effective AChE inhibitor. [61] The activity was found to be dose dependant, the compound was tested during in vivo and in vitro experiments, on the basis of its performance, it could be lead compound to combat AD (Alzheimer Disease) in future.…”

Section: Enzyme Inhibitionmentioning

confidence: 99%

Pyridine Derivatives as Biologically Active Precursors; Organics and Selected Coordination Complexes

Khan

2021

ChemistrySelect

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Pyridine (py) is an important heterocyclic compound and is an integral part of various natural products. There are various medicines containing py ring system being available in the market to combat different human ailments. Observing the medicine market, Omeprazole, a widely used py-based drug in medicinal market since 1998. Netupitant (an antiemitic drug, since 2014) is used in combination with another drug to prevent acute and delayed vomiting and nausea associated with cancer chemotherapy led the run towards development of anticancer drugs. Several drugs have been approved by FDA for the treatment of cancer in recent years such as, Abemaciclib (2015), Lorlatinib (2018), Apalutamide (2018) and Ivosidenib (2019). Research on py on the bases of these advancements is an evergreen field and associated with greater hopes to address several disease related issues. Several compounds are in the process of clinical trials and are expected to serve various purposes in days to come. This review article deals with recent findings in py chemistry and its coordination complexes. The medicinal efficiency has been argued for organic and inorganic derivatives. Selected biological applications are hereby discussed as follow up study of our report in 2015. Suitable literature prior to 2015 has also been incorporated in appropriate places in order to cover the scope in broader sense.

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“…These assays are based on the reduction of stable DPPH • or ABTS •+ radical by antioxidants measuring the changes in the absorbance of DPPH • at 517 nm / (ABTS •+ ) at 734 nm, according to the procedure of Prior, Wu and Schaich (2005), modified by Milošević et al (2020). In short, 0.2 ml of the sample was mixed with 2.8 ml of DPPH • ethanolic solution (7 mM) or ABTS •+ ethanolic working solution (7.8 mM ABTS •+ stock solution and 2.45 mM solution K 2 S 2 O 8 ); the antioxidant capacity was evaluated by measuring absorbance at 517 nm and 734 nm for DPPH • and ABTS •+ free radical assay, respectively.…”

Section: Determination Of In Vitro Dpph • and Abts •+ Free Radical Assaymentioning

confidence: 99%

In vitro evaluation of antioxidative activities of the extracts of petals of Paeonia lactiflora and Calendula officinalis incorporated in the new forms of biobased carriers

Batinić¹,

Milošević²,

Lukić³

et al. 2022

Food & Feed Res

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In this study, the petals collected from peony hybrid Paeonia lactiflora "Bowl of Beauty" and Calendula officinalis L. were extracted using an ethanol-water mixture assisted with microwave and ultrasonic treatment. The isolation of Calendula officinalis L. essential oil was done by hydrodistillation as well. The total phenolic and flavonoids content in the extracts and oil were determined and their antioxidant activity was evaluated. The highest total phenolic content was found for the extracts of hybrid P. lactiflora and C. officinalis L. obtained by ultrasound extraction (83.16 and 114.47 mg GA/g, respectively), while the flavonoid content obtained by microwave-assisted extraction was relatively high (123.48 and 65.29 mg QE/g, respectively). The highest antioxidant activity was obtained in DPPH• and ABTS•+ assay for the microwave-assisted extraction of hybrid P. lactiflora (79% and 83%) and ultrasound-assisted extraction of C. officinalis L. (45% and 49%), respectively. To improve antioxidant activity of both types of examined analytes (extracts and essential oil), the pectin biopolymer film (as a carrier) was prepared in the process of enzymatically assisted catalysis. Optical microscopy and FTIR spectroscopy were used for the characterization of obtained materials. The films, with essential oil of C. officinalis L. and gallic acid, showed significantly increased percentage inhibition in DPPH• and ABTS•+ test (91% and 95%, respectively) after 10 minutes. The results, also, showed that all formulations of pectin biopolymer film, modified with gallic acid, can be successfully applied as a carrier for both types of ingredients.

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Synthesis, characterization and SAR studies of bis(imino)pyridines as antioxidants, acetylcholinesterase inhibitors and antimicrobial agents

Cited by 25 publications

References 59 publications

Natural Antioxidant Evaluation: A Review of Detection Methods

Natural Antioxidant Evaluation: A Review of Detection Methods

Pyridine Derivatives as Biologically Active Precursors; Organics and Selected Coordination Complexes

In vitro evaluation of antioxidative activities of the extracts of petals of Paeonia lactiflora and Calendula officinalis incorporated in the new forms of biobased carriers

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