Anti-influenza activity of monoterpene-derived substituted hexahydro-2 H -chromenes

Patrusheva, Oksana S.; Zarubaev, Vladimir V.; Штро, Анна А.; Orshanskaya, Yana R.; Boldyrev, Sergey A.; Ilyina, Irina V.; Kurbakova, S. Yu.; Корчагина, Д. В.; Волчо, К. П.; Salakhutdinov, N. F.

doi:10.1016/j.bmc.2016.08.037

Cited by 35 publications

(6 citation statements)

References 27 publications

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“…Verbenone presents good repellent properties, as well as anti-inflammatory [277] and bronchodilator [278] activity. Verbenone derivatives present important biological characteristics such as antifungal [279], antiviral [280], antioxidant activities and (in cortical neurons) anti-ischemic properties [281]. Given these promising effects, Melo et al [282] evaluated the anticonvulsant activity of verbenone at doses of 150, 200, and 250 mg/kg (i.p.).…”

Section: (-)-Verbenonementioning

confidence: 99%

Anticonvulsant Essential Oils and Their Relationship with Oxidative Stress in Epilepsy

et al. 2019

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Epilepsy is a most disabling neurological disorder affecting all age groups. Among the various mechanisms that may result in epilepsy, neuronal hyperexcitability and oxidative injury produced by an excessive formation of free radicals may play a role in the development of this pathology. Therefore, new treatment approaches are needed to address resistant conditions that do not respond fully to current antiepileptic drugs. This paper reviews studies on the anticonvulsant activities of essential oils and their chemical constituents. Data from studies published from January 2011 to December 2018 was selected from the PubMed database for examination. The bioactivity of 19 essential oils and 16 constituents is described. Apiaceae and Lamiaceae were the most promising botanical families due to the largest number of reports about plant species from these families that produce anticonvulsant essential oils. Among the evaluated compounds, β-caryophyllene, borneol, eugenol and nerolidol were the constituents that presented antioxidant properties related to anticonvulsant action. These data show the potential of these natural products as health promoting agents and use against various types of seizure disorders. Their properties on oxidative stress may contribute to the control of this neurological condition. However, further studies on the toxicological profile and mechanism of action of essential oils are needed.

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Section: (-)-Verbenonementioning

confidence: 99%

Anticonvulsant Essential Oils and Their Relationship with Oxidative Stress in Epilepsy

et al. 2019

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“…The chromenes compounds have notable biological attributes, [19][20][21] such as anticancer [22], antibacterial [23], anticonvulsant [24], antimicrobial [25], anti-influenza [26], antimalarial [27], and anti-virus activities [28]. Tetrahydro-4H-chromenes were used for the cure of counting Huntington's disease [29] neurodegenerative illnesses [30], Alzheimer's disease [31], Parkinson's disease [32], and schizophre-nia [33].…”

Section: Introductionmentioning

confidence: 99%

Functionalized NiFe2O4/mesopore silica anchored to guanidine nanocomposite as a catalyst for synthesis of 4H-chromenes under ultrasonic irradiation

Mohammadi

2021

jcc

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A synergetic effect of nanocatalyst and ultrasonic irradiation was examined for the synthesis of 4H-chromenes from benzaldehyde, cyclohexanone, and malononitrile. It was observed this contributory improved the reaction that was used for the synthesis of the highly pure products in short reaction times and highest yields. The nanocomposite includes the guanidine anchored on to magnetic NiFe 2 O 4 nanoparticles were used as the active base nanocatalyst for the sonication synthesis of 4H-chromenes compounds. The product was separated with simple filtration and purify with recrystallization by ethanol solvent. After completing the reaction, a nanocatalyst was collected and reused in 6 runs of model reaction. This nanocomposite has a magnetic core and a very active base surface area shell. The nanocatalyst was provided by the simple technique and identified by using FT-IR spectrum, scanning electron microscopy (SEM), X-ray diffraction (XRD), vibrating sample magnetometer (VSM), and Brunauer-Emmett-Teller (BET). This nanocomposite was used for the synthesized various derivatives of 4H-chromenes under ultrasonic irradiation. The organic products were identified by FT-IR and 1H-NMR.

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“…In the last step, the catalytic efficiency of the composite was investigated in the one‐pot three‐component synthesis of biologically active 2‐amino‐tetrahydro‐4 H ‐chromene‐3‐carbonitrile derivatives. These oxygen‐containing heterocycles demonstrate various medicinal activities such as antitumor, [ 18 ] antibacterial, [ 19 ] antiviral, [ 20 ] antifungal, [ 21 ] anti‐influenza, [ 22 ] anti‐inflammatory, [ 23 ] anticancer, [ 24 ] and antiallergenic activity. [ 25 ] In addition, they have found applications in the production of cosmetics and pigments, [ 26 ] laser dyes, [ 27 ] optical brighteners, and fluorescent markers.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of a novel and green rod‐like magnetic ZnS/CuFe₂O₄/agar organometallic hybrid catalyst for the synthesis of biologically‐active 2‐amino‐tetrahydro‐4H‐chromene‐3‐carbonitrile derivatives

Bahrami

Hassanzadeh‐Afruzi

Maleki

2020

Applied Organom Chemis

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The magnetic biocompatible rod-like ZnS/CuFe 2 O 4 /agar organometallic hybrid catalyst was designed and prepared based on a natural macromolecule (agar) through a green and convenient method using inexpensive, nontoxic, and easily available substances. Then, the as-prepared catalyst was characterized by several techniques such as Fourier transform-infrared spectroscopy, energy-dispersive X-ray analysis, scanning electron microscopy image, transmission electron microscopy, vibrating sample magnetometry curve, X-ray diffraction pattern, and thermogravimetric analysis. Eventually, the catalytic application of the ZnS/CuFe 2 O 4 /agar nanobiocomposite was assessed in sequential Knoevenagel condensation-Michael addition reaction of dimedone, malononitrile, and different substituted aromatic aldehydes for the synthesis of 2-amino-tetrahydro-4H-chromene-3-carbonitrile derivatives. Some notable strengths of this environmentally benign catalyst include simplicity of catalyst preparation and separation, affording desired products with satisfactory yields (81%-97%) in very short reaction times (3-18 min), and with no need for complicated work-up processes. Experimental tests showed that the catalyst can be successfully reused after five sequential runs without significant reduction in its catalytic efficiency. K E Y W O R D S 2-amino-tetrahydro-4H-chromene-3-carbonitrile, agar, catalytic synthesis, good reusability, ZnS/CuFe 2 O 4 /agar catalyst

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Anti-influenza activity of monoterpene-derived substituted hexahydro-2 H -chromenes

Cited by 35 publications

References 27 publications

Anticonvulsant Essential Oils and Their Relationship with Oxidative Stress in Epilepsy

Anticonvulsant Essential Oils and Their Relationship with Oxidative Stress in Epilepsy

Functionalized NiFe2O4/mesopore silica anchored to guanidine nanocomposite as a catalyst for synthesis of 4H-chromenes under ultrasonic irradiation

Synthesis and characterization of a novel and green rod‐like magnetic ZnS/CuFe₂O₄/agar organometallic hybrid catalyst for the synthesis of biologically‐active 2‐amino‐tetrahydro‐4H‐chromene‐3‐carbonitrile derivatives

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Anti-influenza activity of monoterpene-derived substituted hexahydro-2 H -chromenes

Cited by 35 publications

References 27 publications

Anticonvulsant Essential Oils and Their Relationship with Oxidative Stress in Epilepsy

Anticonvulsant Essential Oils and Their Relationship with Oxidative Stress in Epilepsy

Functionalized NiFe2O4/mesopore silica anchored to guanidine nanocomposite as a catalyst for synthesis of 4H-chromenes under ultrasonic irradiation

Synthesis and characterization of a novel and green rod‐like magnetic ZnS/CuFe2O4/agar organometallic hybrid catalyst for the synthesis of biologically‐active 2‐amino‐tetrahydro‐4H‐chromene‐3‐carbonitrile derivatives

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Synthesis and characterization of a novel and green rod‐like magnetic ZnS/CuFe₂O₄/agar organometallic hybrid catalyst for the synthesis of biologically‐active 2‐amino‐tetrahydro‐4H‐chromene‐3‐carbonitrile derivatives