Copper-catalyzed one-pot relay synthesis of anthraquinone based pyrimidine derivative as a probe for antioxidant and antidiabetic activity

Zarren, Gul; Shafiq, Nusrat; Arshad, Uzma; Rafiq, Naila; Parveen, Shahida; Ahmad, Zaheer

doi:10.1016/j.molstruc.2020.129668

Cited by 22 publications

(19 citation statements)

References 44 publications

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“…Compounds 9 and 12 bear a chromenone-core structure, whereas 24 and 33 are anthraquinones. Both these types of structure have been already reported to have potent antioxidant capacities [ 56 , 57 , 58 , 59 , 83 , 84 , 85 ]. These four promising antioxidant compounds could present other interesting properties.…”

Section: Discussionmentioning

confidence: 99%

“…These four promising antioxidant compounds could present other interesting properties. They belong to chemical classes reported in the literature to have anti-inflammatory [ 86 ], antiproliferative [ 87 ] and antidiabetic activities [ 84 ], as well as some uses against breast cancer [ 88 ]. Therefore, most of the results obtained in the leaves of C. diphylla reveal it to be a potential natural source of antioxidants, although further studies are still needed to understand its pharmacological potential in vivo.…”

Section: Discussionmentioning

confidence: 99%

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Constituents of Chamaecrista diphylla (L.) Greene Leaves with Potent Antioxidant Capacity: A Feature-Based Molecular Network Dereplication Approach

et al. 2021

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Chamaecrista diphylla (L.) Greene (Fabaceae/Caesalpiniaceae) is a herbaceous plant that is widely distributed throughout the Americas. Plants from this genus have been used in traditional medicine as a laxative, to heal wounds, and to treat ulcers, snake and scorpion bites. In the present study, we investigated the chemical composition of Chamaecrista diphylla leaves through a mass spectrometry molecular network approach. The oxygen radical absorbance capacity (ORAC) for the ethanolic extract, enriched fractions and isolated compounds was assessed. Overall, thirty-five compounds were annotated for the first time in C. diphylla. Thirty-two of them were reported for the first time in the genus. The isolated compounds 9, 12, 24 and 33 showed an excellent antioxidant capacity, superior to the extract and enriched fractions. Bond dissociation energy calculations were performed to explain and sustain the antioxidant capacity found. According to our results, the leaves of C. diphylla represent a promising source of potent antioxidant compounds.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Constituents of Chamaecrista diphylla (L.) Greene Leaves with Potent Antioxidant Capacity: A Feature-Based Molecular Network Dereplication Approach

et al. 2021

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“…In a test tube 0.5 mL of compound of each specific dilution and 0.5 mL of enzyme were added and kept in incubator at room temperature for 10 min, as done by our previous method [ 51 ]. Readings were taken in triplicate at 540 nm and percentage for the inhibition activity of target molecule was measured by the formula [ 52 ].…”

Section: Methodsmentioning

confidence: 99%

Structure-Based Designing, Solvent Less Synthesis of 1,2,3,4-Tetrahydropyrimidine-5-carboxylate Derivatives: A Combined In Vitro and In Silico Screening Approach

et al. 2021

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Objective: In this study, small molecules possessing tetrahydropyrimidine derivatives have been synthesized having halogenated benzyl derivatives and carboxylate linkage. As previously reported, FDA approved halogenated pyrimidine derivatives prompted us to synthesize novel compounds in order to evaluate their biological potential. Methodology: Eight pyrimidine derivatives have been synthesized from ethyl acetoacetate, secondary amine, aromatic benzaldehyde by adding catalytic amount of CuCl2·2H2O via solvent less Grindstone multicomponent reagent method. Molecular structure reactivity and virtual screening were performed to check their biological efficacy as an anti-oxidant, anti-cancer and anti-diabetic agent. These studies were supported by in vitro analysis and QSAR studies. Results: After combined experimental and virtual screening 5c, 5g and 5e could serve as lead compounds, having low IC50 and high binding affinity.

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“…Heterocyclic compounds have drawn extensive attention of medicinal chemists owing to their wide applications in drug design and discovery. 30,31 Pyrimidine, a nitrogen-containing six-membered heterocyclic motif, act as a key pharmacophore in drug discovery and exhibits different pharmacological properties such as antimicrobial, 32 antiviral, 33 anti-tubercular, 34 anti-inflammatory, 35 antimalarial, 36 antidiabetic, 37 and antipyretic activities. 38 Furthermore, a lot of pyrimidine derivatives have been reported to display prominent anticancer activities.…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, anticancer activity and mechanism studies of novel 2-amino-4-aryl-pyrimidine derivatives of ursolic acid

Wang

Yang

et al. 2022

New J. Chem.

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Copper-catalyzed one-pot relay synthesis of anthraquinone based pyrimidine derivative as a probe for antioxidant and antidiabetic activity

Cited by 22 publications

References 44 publications

Constituents of Chamaecrista diphylla (L.) Greene Leaves with Potent Antioxidant Capacity: A Feature-Based Molecular Network Dereplication Approach

Constituents of Chamaecrista diphylla (L.) Greene Leaves with Potent Antioxidant Capacity: A Feature-Based Molecular Network Dereplication Approach

Structure-Based Designing, Solvent Less Synthesis of 1,2,3,4-Tetrahydropyrimidine-5-carboxylate Derivatives: A Combined In Vitro and In Silico Screening Approach

Design, synthesis, anticancer activity and mechanism studies of novel 2-amino-4-aryl-pyrimidine derivatives of ursolic acid

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