Synthesis and antioxidant activity of a series of novel 3-chalcone-substituted 1,4-dihydropyridine derivatives

Sun, Hongliang; Shang, Chengxiang; Jin, Lei; Zhang, Jian

doi:10.1515/hc-2012-0070

Cited by 5 publications

(4 citation statements)

References 23 publications

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“…Among them, thienyl substituted 1,4-DHPs have shown promising anti-oxidant activities ( Scheme 68 ). 98 Kruk et al (2020) reported the chemiluminescence properties of 4-flavonil-1,4-DHP derivatives 68 by spectrophotometry methods, which showed better light emission from the structure. From this study, all observed luminescence molecules showed superoxide dismutase activity due to the transformation of superoxide radicals ( Scheme 69 ).…”

Section: Synthetic Advancesmentioning

confidence: 99%

1,4-Dihydropyridine: synthetic advances, medicinal and insecticidal properties

Parthiban

Makam

2022

RSC Adv.

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Section: Synthetic Advancesmentioning

confidence: 99%

1,4-Dihydropyridine: synthetic advances, medicinal and insecticidal properties

Parthiban

Makam

2022

RSC Adv.

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“…Recently, Sun et al [ 68 ] reported about the synthesis and antioxidant activity of a series of novel 3-chalcone-substituted 1,4-dihydropyridine derivatives, based on dimethyl or diethyl 2,6-dimethyl-4-phenyl-1,4-DHP-3,5-dicarboxylate.…”

Section: 14-dihydropyridines: a Separate Group Of Bioantioxidantsmentioning

confidence: 99%

1,4‐Dihydropyridine Derivatives: Dihydronicotinamide Analogues—Model Compounds Targeting Oxidative Stress

Velēna

Žarković

Trošelj

et al. 2016

Oxidative Medicine and Cellular Longevity

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Many 1,4-dihydropyridines (DHPs) possess redox properties. In this review DHPs are surveyed as protectors against oxidative stress (OS) and related disorders, considering the DHPs as specific group of potential antioxidants with bioprotective capacities. They have several peculiarities related to antioxidant activity (AOA). Several commercially available calcium antagonist, 1,4-DHP drugs, their metabolites, and calcium agonists were shown to express AOA. Synthesis, hydrogen donor properties, AOA, and methods and approaches used to reveal biological activities of various groups of 1,4-DHPs are presented. Examples of DHPs antioxidant activities and protective effects of DHPs against OS induced damage in low density lipoproteins (LDL), mitochondria, microsomes, isolated cells, and cell cultures are highlighted. Comparison of the AOA of different DHPs and other antioxidants is also given. According to the data presented, the DHPs might be considered as bellwether among synthetic compounds targeting OS and potential pharmacological model compounds targeting oxidative stress important for medicinal chemistry.

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“…They have outstanding molar absorption coefficients and solvatochromic characteristics. Chalcones’ non-toxicity is another important property in comparison to other dyes; hence, chalcones are recognised as promising candidates for the continued progress of fluorescence/colorimetric probes in the chemical sensor sector 7 – 15 . The chalcones’ great sensitivity to metal ion concentrations allows them to examine micro-parameters of a biological entity that are connected to the polarity of the probe’s surroundings.…”

Section: Introductionmentioning

confidence: 99%

Simple dihydropyridine-based colorimetric chemosensors for heavy metal ion detection, biological evaluation, molecular docking, and ADMET profiling

Hamada,

El-Nahass,

Noser

et al. 2023

Sci Rep

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In this study, two novel chemosensors containing dihydropyridine fragment namely; (2E, 2Eʹ)-1,1ʹ-(2,6-dimethyl-1,4-dihydropyridine-3,5-diyl)bis(3-(4-(dimethylamino)phenyl)prop-2-en-1-one) (1), (2E,2E',4E,4E')-1,1ʹ -(2,6-dimethyl-1,4-dihydropyridine-3,5-diyl)bis(5-(4-(dimethylamino)phenyl)penta-2,4-dien-1-one) (2) have been synthesized and characterized. The solvatochromic behavior was explored in different solvents of various polarities. The visual detection, as well as UV–Vis and fluorescence measurements were carried out to explore the colorimetric and optical sensing properties of the investigated chemosensors towards various metal ions such as Al3+, Cr3+, Mn2+, Fe3+, Co2+, Ni2+, Cu2+, Mg2+, Hg2+ and Zn2+. The chemosensors 1 and 2 have strong detecting abilities, with excellent sensitivity and selectivity for Cu2+ and Fe3+, respectively, over the other metal ions. The chemosensors were totally reversible upon addition of EDTA to the formed complexes and displayed a turn on–off-on fluorescence response based on an effect of chelation-quenching fluorescence. The antioxidant activities of the investigated chemosensors were assessed. They were examined in-silico for their capacity to block the Akt signaling pathway, which is involved in cancer proliferation with interpreting their pharmacokinetics aspects. Furthermore, in-vitro antitumor evaluation against a panel of cancer cell lines for the investigated chemosensors has been examined. Conclusively, chemosensor 1 was more effective at scavenging free radicals and as an anticancer agent and could be exploited as a therapeutic candidate for cancer therapy than chemosensor 2 due to its potential inhibition of Akt protein.

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Synthesis and antioxidant activity of a series of novel 3-chalcone-substituted 1,4-dihydropyridine derivatives

Cited by 5 publications

References 23 publications

1,4-Dihydropyridine: synthetic advances, medicinal and insecticidal properties

1,4-Dihydropyridine: synthetic advances, medicinal and insecticidal properties

1,4‐Dihydropyridine Derivatives: Dihydronicotinamide Analogues—Model Compounds Targeting Oxidative Stress

Simple dihydropyridine-based colorimetric chemosensors for heavy metal ion detection, biological evaluation, molecular docking, and ADMET profiling

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