Betainium-based ionic liquids catalyzed multicomponent Hantzsch reactions for the efficient synthesis of acridinediones

Zhu, Anlian; Liu, Ruixia; Du, Chunfang

doi:10.1039/c6ra25709g

Cited by 48 publications

(15 citation statements)

References 30 publications

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“…The obtained ILs containing anions were derived from acids showing antioxidant activity: L‐ascorbic (AscH), protocatechuic (ProH), gentisic (GenH), gallic (GalH), syringic (SyrH), coumaric (CouH), caffeic (CafH), ferulic (FerH), and sinapic (SinH) acids. Until now, the protonation method has only been used for synthesis of salts and ILs based on various types of betaine [29,41–43] . This method is characterized by simplicity, the possible use of low‐cost solvents such as short‐chain alcohols (e. g., methanol), and the absence of byproducts compared to the metathesis reaction [44] …”

Section: Resultsmentioning

confidence: 99%

“…Until now, the protonation method has only been used for synthesis of salts and ILs based on various types of betaine. [29,[41][42][43] This method is characterized by simplicity, the possible use of low-cost solvents such as short-chain alcohols (e. g., methanol), and the absence of byproducts compared to the metathesis reaction. [44] The synthesized ILs containing the L-carnitine cation are depicted in Table 1, and the structures of the ILs anions are specified in Figure 1.…”

Section: Resultsmentioning

confidence: 99%

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L‐Carnitine‐Based Bio‐Ionic Liquids as Antioxidants

Czerniak

Pernak

2021

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The purpose of this research was to determine the antioxidant properties of ionic liquids containing an anion showing antioxidant activity and a cation of natural origin derived from L‐carnitine. Formation methods of ionic liquids based on direct protonation of an L‐carnitine zwitterion form were evaluated with the selected phenolic acids and L‐ascorbic acid. All received compounds were characterized, and the physicochemical properties significant to ionic liquid uses were measured (thermal stability and phase transitions). All research on antioxidant activity was conducted using commonly applied spectrophotometric methods, allowing for assessment of the neutralization ability of compounds regarding various radicals. The ferrous and cupric ion reduction ability and ferrous ion chelation of the ionic liquids were also examined. Furthermore, ionic liquid activity toward the enzyme xanthine oxidase responsible for the formation of reactive oxygen species in the body was determined.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

L‐Carnitine‐Based Bio‐Ionic Liquids as Antioxidants

Czerniak

Pernak

2021

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“…A facile and straightforward synthesis of acridinediones using a green betainium based ionic‐liquid [Hbet][Lac] as a catalyst from the reaction of aldehydes, amines and dimedone in EtOH was reported by Zhu et al [134] . and produced excellent yields.…”

Section: Synthesis Of Acridine‐18‐dione Derivativesmentioning

confidence: 99%

Acridine‐1,8‐diones: Synthesis and Biological Applications

Sahiba¹,

Sethiya²,

Soni³

et al. 2021

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The unpretentious features of acridine‐1,8‐diones viz. presence of N‐heteroatom, electronic behavior, acridine ring skeleton and wide possibilities of diversified substitution, bichromophoric structure and interaction ability with various proteins, make them an interesting scaffold of heterocyclic, medicinal and industrial chemistry. A tremendous development in the field of acridinediones in terms of synthetic strategies, bioactivity, industrial and other applicability has been explored in past four decades. In this perspective, an overview has been given on the state‐of‐art discoveries for the synthesis and biological applications of acridine‐1,8‐diones from 1980 to 2020. The study highlighted the history, chemistry and properties of these derivatives and provided deep insights into the synthetic protocols using various catalysts and techniques like nano‐catalyst, ionic‐liquids, microwave, ultrasound etc. under varied conditions along with biological activity against many lethal diseases. Finally, the respective prospects and limitations to these systems have been addressed. Furthermore, attempts have been done to bring many outstanding researches together and express the significance of acridine‐1,8‐diones through several aspects. We hope that the article shall deliver an impetus to explore further the synthetic values and mechanistic puzzles of acridinedione moiety and to design more promising hybrid multi‐targeted drugs and other industrial composites for the goodness of humanity

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“…In addition, PILC-3 shows the excellent catalytic properties, a plausible mechanism for PILC-3 catalyzed one-pot MCR is outlined in Scheme 2. 40,41 As a donor, the Br anion of the IL activated the O-H of A, and the cation of the IL activated the C]O of B as a electronic acceptor. This synergistic effect of the PIL led to the addition of one molecule of A to one molecule B.…”

Section: Catalytic Performancementioning

confidence: 99%