Verjuice as a green and bio-degradable solvent/catalyst for facile and eco-friendly synthesis of 5-arylmethylenepyrimidine-2,4,6-trione, pyrano[2,3-d]pyrimidinone and pyrimido[4,5-d]pyrimidinone derivatives

Safari, Niloufar; Shirini, Farhad; Tajik, Hassan

doi:10.1007/s13738-018-1565-y

Cited by 15 publications

(8 citation statements)

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“…Due to its high concentration of organic acids, which can activate the carbonyl group of aldehydes, verjuice has been proposed as a green and cheap alternative to classical catalysts in the synthesis of pyranopyrazole derivatives and hexahydroquinoline‐3‐carboxamides (Mokhtary 2019) or 5‐arylmethylenepyrimidine‐2,4,6‐trione, pyrano[2,3‐ d ]pyrimidinone and pyrimido[4,5‐ d ] pyrimidinone derivatives (Safari et al 2019). In both cases, verjuice proved to be an efficient catalyst with good to excellent yields, and in one case (Safari et al 2019) it proved to be reusable up to five times following regeneration with charcoal. The solid waste produced after verjuice extraction has also been proposed as a natural adsorbent to remove unwanted chemical compounds from wastewater.…”

Section: Traditional and Innovative Applicationsmentioning

confidence: 99%

Unripe grapes: an overview of the composition, traditional and innovative applications, and extraction methods of a promising waste of viticulture

Fia

Bucalossi

Proserpio

et al. 2021

Aust J Grape and Wine Res

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Unripe grapes (UGs) are a waste product of grapevine cultivation and an emerging source of several compounds, such as organic acids, phenolic compounds, vitamins and mineral salts, of great economic importance to the pharmaceutical, cosmetic and food industries. Traditionally, products made from UGs, such as verjuice and sour grape sauces, have been used as seasoning or acidifying agents. The health effects of grape compounds are described as anti-inflammatory, cardioprotective, anticancer and antidiabetic, as often demonstrated by both in vitro and in vivo studies. Recently, UGs have received renewed attention because of the innovative potential applications of their extracts in food and beverages for purposes of preservation and enrichment with healthy compounds, or for direct use in the human diet. The aim of this article is to review the composition and properties of UG products and their traditional and innovative application in food and beverages.

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Section: Traditional and Innovative Applicationsmentioning

confidence: 99%

Unripe grapes: an overview of the composition, traditional and innovative applications, and extraction methods of a promising waste of viticulture

Fia

Bucalossi

Proserpio

et al. 2021

Aust J Grape and Wine Res

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“…Recently, the application of catalysts based on natural materials in organic synthesis have been receiving a significant amount of attention since traditional methods for their synthesis produce large amounts of chemical waste involving carcinogen and pollutant solvents or corrosive and hazardous catalysts 30,74–76 . Safari et al 30 . reported that unripe grape juices were efficiently used for the bio‐synthesis of 5‐arylmethylenepyrimidine‐2,4,6‐triones, via Knovenagel condensation reactions.…”

Section: Potential Opportunities Of Thinned Grapes Due To Their Bioactive Componentsmentioning

confidence: 99%

“…In addition, pyrimido[4,5‐d]pyrimidinone derivatives were simply synthetized via the reaction of barbituric acid, aldehydes and urea or thiourea under the presence of unripe grape juices. These derivatives are responsible for biological and pharmacological activities such as anti‐inflammatory, antioxidant, antimicrobial, antitumor, and antiviral properties 30,77–79 …”

Section: Potential Opportunities Of Thinned Grapes Due To Their Bioactive Componentsmentioning

confidence: 99%

“…Recently, unripe grape juice has received increasing attention by researchers since this may be used as an alternative to vinegar or lemon juice, as a potential food preservative and as a food antibrowning compound 16,17,20–25 . Based on the antioxidant properties of grape juices, some studies have correlated its consumption to positive effects on human health such as lipid lowering activity, ability to control hypertension, reduction of atherosclerosis risk, and a cardioprotective and cardiotonification 20,26–29 In addition, verjuice was effectively employed for the synthesis of pyrimido[4,5‐ d ] pyrimidinone derivatives which have been considered as attractive target molecules due to their outstanding anti‐inflammatory, antioxidant, antimicrobial, antitumor and antiviral activities 30 …”

Section: Introductionmentioning

confidence: 99%

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Potential opportunities of thinned clusters in viticulture: a mini review

et al. 2021

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Crop thinning is a common practice performed in the vineyard consisting of whole clusters or individual fruits being removed after flowering is attained. Current studies have reported that unripe grape products as verjuice and sour grape sauce contain high content of bioactive compounds such as polyphenols, sugars, organic acids, nitrogenous compounds and sterols. This mini‐review overviewed the bioactive components obtained from thinned unripe grapes such as phenolic compounds, sugars, organic acids, minerals, nitrogen compounds and sterols, and their use as antibrowning and whitening agents, natural catalysts, food preservative and food additive. In addition, their beneficial effects for human health also were reviewed, as well as the practices to maximize the extraction of antioxidant compounds. Therefore, revalorizing the waste from this management practice in viticulture can increase the vineyard sustainability and farmers' economic profits. © 2021 Society of Chemical Industry

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“…Verjuice [50], sulfonic acid functionalized nanoporous silica (SBA-Pr-SO 3 H) [37], copper oxide nanoparticles (CuO-NPs) [51], aminosulfonic acid (NH 2 SO 3 H) [31], 2-amino-3-(4-hydroxyphenyl) propanoic acid (L-tyrosine) [52], CoFe 2 O 4 nanoparticles [46], sodium acetate (CH 3 COONa) [53], 1-n-butyl-3methylimmidazolium tetra uoroborate ([bmim]BF 4 ) [34], polyvinyl pyrrolidone stabilized nickel nanoparticles (PVP-Ni-NPs) [54], cetyltrimethyl ammonium bromide (CTMAB) [55], ethyl ammonium nitrate (EAN) [42], ZrO 2 /SO 4 −2 [56], sodium p-toluene sulfonate (NaPTSA) [45], Ce 1 MgxZr 1−x O 2 (CMZO) [57], taurine [58]. The methods adopted to produce these heterocyclic compounds have been useful and effective; however, the methods also have their own disadvantages and drawbacks, including expensive catalysts and reagents, harsh conditions for the catalyst synthesis, the use of contaminated organic solvents and/or corrosive inorganic acids, tedious laboring, non-reusability of the catalyst, and the need for extra amounts of this reagent or the others as well as the incorporation of self-condensation and bis-addition.…”

Section: Introductionmentioning

confidence: 99%

An Efficient Microwave-Assisted Synthesis Method of Novel Bi2O3 Nanostructure and Its Application As a High-Performance Nanocatalyst in Preparing Benzylidene Barbituric Acid Derivatives

Yahyazadehfar

Sheikhhosseini

Ahmadi

et al. 2021

Preprint

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In this study, controllable and optimal microwave irradiation has been used to synthesize the novel nanostructures of Bi2O3 under environmental conditions. The final products had a thermal stability of 210 °C, an average particle size distribution of 85 nm, and surface area of 783 m2/g. The high thermodynamic stability of Bi2O3 nanostructures were confirmed by TG and DSC analyses. The nanostructure nature of compounds, most importantly, the use of effective, cost effective and rapid synthesis route of microwave have created significant physiochemical properties in the Bi2O3 products. These unexpected properties have made the possibility of potentials application of these products in various fields, especially in nanocatalyst applications. It is well-documented that, as Lewis acid, bismuth nanocatalyst exhibits a great catalytic activity for the green synthesis of some bio-active barbituric acid derivatives using precursors with electron-donating or –withdrawing nature in high yields (80-98%). After incorporating this catalyst into the aqueous media, all the reactions were completed within 2-3 min at room temperature. The main advantages of this method are practical facility, the availability of starting materials, and low costs besides the catalyst reusability. Additionally, the catalyst synthesis process may be carried in the aqueous media during a short period with medium to high yields. The obtained results have opened a new window for development of a novel nanocatalyst with practical application.

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Verjuice as a green and bio-degradable solvent/catalyst for facile and eco-friendly synthesis of 5-arylmethylenepyrimidine-2,4,6-trione, pyrano[2,3-d]pyrimidinone and pyrimido[4,5-d]pyrimidinone derivatives

Cited by 15 publications

References 60 publications

Unripe grapes: an overview of the composition, traditional and innovative applications, and extraction methods of a promising waste of viticulture

Unripe grapes: an overview of the composition, traditional and innovative applications, and extraction methods of a promising waste of viticulture

Potential opportunities of thinned clusters in viticulture: a mini review

An Efficient Microwave-Assisted Synthesis Method of Novel Bi2O3 Nanostructure and Its Application As a High-Performance Nanocatalyst in Preparing Benzylidene Barbituric Acid Derivatives

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