ZnO nanoparticle-catalyzed efficient one-pot three-component synthesis of 3,4,5-trisubstituted furan-2(5H)-ones

Tekale, Sunil U.; Kauthale, Sushma S.; Pagore, Vijay P.; Jadhav, Vivekanand B.; Pawar, Rajendra P.

doi:10.1007/s13738-013-0266-9

Cited by 21 publications

(17 citation statements)

References 26 publications

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“…Other advantages include cost-effectiveness as sophisticated instrumentation is not required [5]. Small quantities (in grams) from part of the plant, e.g., the leaves, are usually enough for synthesis [5,6]. Furthermore, the synthesis is generally fast [6].…”

Section: Introductionmentioning

confidence: 99%

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Green Synthesis of Gold Nanoparticles Capped with Procyanidins from Leucosidea sericea as Potential Antidiabetic and Antioxidant Agents

et al. 2020

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In this study, procyanidins fractions of dimers and trimers (F1-F2) from the Leucosidea sericea total extract (LSTE) were investigated for their chemical constituents. The total extract and the procyanidins were employed in the synthesis of gold nanoparticles (Au NPs) and fully characterized. Au NPs of 6, 24 and 21 nm were obtained using LSTE, F1 and F2 respectively. Zeta potential and in vitro stability studies confirmed the stability of the particles. The enzymatic activity of LSTE, F1, F2 and their corresponding Au NPs showed strong inhibitory alpha-amylase activity where F1 Au NPs demonstrated the highest with IC 50 of 1.88 µg/mL. On the other hand, F2 Au NPs displayed the strongest alpha-glucosidase activity at 4.5 µg/mL. F2 and F2 Au NPs also demonstrated the highest antioxidant activity, 1834.0 ± 4.7 µM AAE/g and 1521.9 ± 3.0 µM TE/g respectively. The study revealed not only the ability of procyanidins dimers (F1 and F2) in forming biostable and bioactive Au NPs but also, a significant enhancement of the natural products activities, which could improve the smart delivery in future biomedical applications.Biomolecules 2020, 10, 452 2 of 24 applying nanoparticles through the green route is their biocompatibility [5]. Many green synthesized nanoparticles have demonstrated interesting biological activities [5,10] including antimicrobial and antidiabetic properties.Diabetes mellitus has undoubtedly become a serious health challenge. More worrisome is type II diabetes mellitus (T2DM), which accounts for 90% of diabetes mellitus. It occurs as a result of the inefficient processing of insulin [11]. As of 2017, the population of adults between the ages of 20 and 79 that suffered from diabetes was 425 million [12]. This is equivalent to 9.9% of the world's population [12]. By estimation, this disease would have drastically increased by 48% in 28 years if not properly managed [13]. Although drugs like miglitol, vigliobose as well as acarbose are available in the market, they are costly and their continuous use is associated with side effects like diarrhea, dropsy, heart failure, damage to the liver, weight gain, abdominal pain, hyperglycemia, and flatulence, necessitating the need for more potent and newer remedies [14][15][16].It is well established that bioactive compounds in various plants possess significant effects in delaying and management of T2DM [17]. Extracts from different plants have been reported as alpha-glucosidase and alpha-amylase inhibitors [18][19][20][21][22][23][24][25][26][27]. Additionally, biologically synthesized Au NPs using plant extracts showed interesting antidiabetic activity. The extracts of Chamalcostus cuspidatus [28], Gymnema sylvestre [29], Cassia fistula stem bark [30], Hericium erinaceus [31], Turbinaria conoides [32], Sambucus nigra [33] and Sargassum swartzi [34] displayed antidiabetic activities in various investigations. Silver/gold NPs of Ocimum basilicum [35] and cinnamon extract [36] also lowers glucose levels. The use of single molecules as reducing/stabilizing agents for ...

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Section: Introductionmentioning

confidence: 99%

“…Small quantities (in grams) from part of the plant, e.g., the leaves, are usually enough for synthesis [5,6]. Furthermore, the synthesis is generally fast [6]. It takes a few minutes to a couple of hours and the new materials have exciting characteristics that had made them the focus of modern-day research [7].…”

Section: Introductionmentioning

confidence: 99%

Green Synthesis of Gold Nanoparticles Capped with Procyanidins from Leucosidea sericea as Potential Antidiabetic and Antioxidant Agents

et al. 2020

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“…The results were shown in Table 2. A proposed mechanism for the discussed transformation can be combined with the nucleophilic Michael addition, iminium-enamine tautomerization and γ-lactonization [16][17][18][19][20] (Scheme 2). Table 3 were deduced on the basis of IR, 1 H and 13 C NMR spectroscopy, mass spectrometry, and elemental analysis.…”

Section: Resultsmentioning

confidence: 99%

“…These heterocycles are the core structures of many bioactive natural products, as well as synthetic drugs, such as rubrolide, sarcophine, benfurodil hemisuccinate, etc. The 5H-Furan-2-one derivatives exhibit many pharmacological and biological activities including antifungal, antibacterial, anti-oxidants, anti-infl ammatory, anti-microbial and anti cancer agents [13][14][15][16][17].…”

Section: Introductionmentioning

confidence: 99%

Extract of Barberry as Entirely Green Catalyst for the Synthesis of Structurally Diverse 3,4,5-Substituted Furan-2(5H)-Ones

Hazeri¹,

Doostmohammadi²,

Adrom³

et al. 2016

ChemJMold

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Abstract. An eco-friendly and environmentally benign synthesis of 3,4,5-substituted furan-2(5H)-ones employing Iranian seedless barberry, known as Zereshk, (Berberis integerrima "Bidaneh", Berberidaceae) as a biocatalyst, was developed. For the fi rst time, we found that the barberry juice could be effectively used for three-component condensation reaction of aldehydes, amines, and dialkyl acetylenedicarboxylates. The merits of this method include the environmentally friendly reaction conditions, simple operation, broad substrate, satisfying yields, and the generation of less waste rather than the conventional chemical reagents.

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“…However, a quite number of synthetic methods have been reported with interesting merits and demerits of their own for the preparation of mono 2,5‐dihydrofuran‐3‐carboxylate derivatives by employing AcOH, [H‐NMP]HSO 4 , [Bu 4 N][HSO 4 ], β‐cyclodextrin, Al(HSO 4 ) 3 , lactic acid, vitamin B 12 , nano‐ZnO, HY Zeolite, SnO NPs and SnCl 2 as catalysts. Multicomponent reactions (MCRs) play a central role for the construction of pharmacologically and medicinally potent targets in a single operation leading to molecular complexity over regular multistep organic synthesis in terms of efficacy, economy and minimal waste production .…”

Section: Figurementioning

confidence: 99%

An Organocatalytic Novel Synthesis of Polyfunctionalized Bis-2,5-dihydrofuran-3-carboxylates via Domino-MCR Strategy

2017

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For the first time, an elegant, metal‐free and concise route using a pseudo five‐component reaction of dimethyl acetylenedicarboxylate, mono/bis‐ aromatic aldehydes and amines with trifluoroacetic acid as an effective organocatalyst to afford novel and diverse substituted bis‐2,5‐dihydrofuran‐3‐carboxylates in good yields at ambient temperature has been described. The prominent features of this protocol are the energy sustainability, wide range of functional group tolerance, shorter reaction time, no column chromatographic purification, facile experimental and work‐up procedure. The present one‐step, cascade synthetic approach is straightforward that could avoid hazardous reagents/solvents and is turned to be a benign chemistry for the preparation of potent bis‐O‐heterocyclics on a multigram scale.

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ZnO nanoparticle-catalyzed efficient one-pot three-component synthesis of 3,4,5-trisubstituted furan-2(5H)-ones

Cited by 21 publications

References 26 publications

Green Synthesis of Gold Nanoparticles Capped with Procyanidins from Leucosidea sericea as Potential Antidiabetic and Antioxidant Agents

Green Synthesis of Gold Nanoparticles Capped with Procyanidins from Leucosidea sericea as Potential Antidiabetic and Antioxidant Agents

Extract of Barberry as Entirely Green Catalyst for the Synthesis of Structurally Diverse 3,4,5-Substituted Furan-2(5H)-Ones

An Organocatalytic Novel Synthesis of Polyfunctionalized Bis-2,5-dihydrofuran-3-carboxylates via Domino-MCR Strategy

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