Investigation on 4-amino-5-substituent-1,2,4-triazole-3-thione Schiff bases an antifungal drug by characterization (spectroscopic, XRD), biological activities, molecular docking studies and electrostatic potential (ESP)

Wu, Shaojie; Zhang, Wenhui; Qi, Le; Ren, Yinghui; Ma, Hua

doi:10.1016/j.molstruc.2019.07.013

Cited by 28 publications

(16 citation statements)

References 40 publications

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“…It is clear that at the areas where the hydrogen bonds are formed, the negative surface potential (blue area) of O in 1a overlaps with the positive surface potential (red area) of O─H in [HO-EtMIm] + ; meanwhile, the negative surface potential of O in [OTf] − overlaps with the positive surface potential of O─H in 1a . This indicates the electrostatic attraction of hydrogen bonds formed between the IL and 1a ( 44 – 46 ).…”

Section: Resultsmentioning

confidence: 98%

Hydrogen-bond donor and acceptor cooperative catalysis strategy for cyclic dehydration of diols to access O-heterocycles

et al. 2021

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Dehydrative cyclization of diols to O-heterocycles is attractive, but acid and/or metal-based catalysts are generally required. Here, we present a hydrogen-bond donor and acceptor cooperative catalysis strategy for the synthesis of O-heterocycles from diols in ionic liquids [ILs; e.g., 1-hydroxyethyl-3-methyl imidazolium trifluoromethanesulfonate ([HO-EtMIm][OTf])] under metal-free, acid-free, and mild conditions. [HO-EtMIm][OTf] is tolerant to a wide diol scope, shows performance even better than H2SO4, and affords a series of O-heterocycles including tetrahydrofurans, tetrahydropyrans, morpholines, dioxanes, and thioxane in high yields. Mechanism investigation indicates that the IL cation and anion serve as hydrogen-bond donor and acceptor, respectively, to activate the C─O and O─H bonds of alcohol via hydrogen bonds, which synergistically catalyze dehydrative cyclization of diols to O-heterocycles. Notably, the products could be spontaneously separated after reaction because of their immiscibility with the IL, and the IL could be recycled. This green strategy has great potential for application in industry.

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Section: Resultsmentioning

confidence: 98%

Hydrogen-bond donor and acceptor cooperative catalysis strategy for cyclic dehydration of diols to access O-heterocycles

et al. 2021

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“…Wu et al investigated the synthesis and antifungal activity of 4-amino-5-substituent-1,2,4-triazole-3-thione Schiff bases. [72] The synthetic pathways are shown in Scheme 15 and Scheme 16.…”

Section: Triazole Thionesmentioning

confidence: 99%

Thione Derivatives as Medicinally Important Compounds

2021

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Like nitrogen-containing heterocycles, sulfur-containing heterocyclic compounds also have a lot of significant applications. These sulfur heterocycles are mainly used as a core for the synthesis of different heterocyclic compounds with various biological applications. It also occupies a huge part of natural products. In this review, we focus on the thiones-the analogous of ketones. Syntheses of thiones as well as their applications as biologically active compounds are discussed in great detail. We have considered seven different classes of thiones such as Benzimidazole thiones, Triazole thiones, Pyrimidine thiones, Thiadiazine thiones, Thiazoline thiones, Thiazolidine thiones, and Quinazoline thiones.

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“…Jin et al had reported that chitosan Schiff bases expanded the antimicrobial spectrum compared to chitosan [34]. Schiff bases with the active groups could strengthen the antifungal activity more effectively [35,36]. Halogen such as chlorine was important in improving the fungicidal activity of heterocyclics because the chloro-group and bromo-group were commonly used in many fungicides such as tektamer, chlorothalonil, bromopol and so on [37,38].…”

Section: Introductionmentioning

confidence: 99%

Antifungal activity of double Schiff bases of chitosan derivatives bearing active halogeno-benzenes

Wei

Zhang

Wang

et al. 2021

International Journal of Biological Macromolecules

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Investigation on 4-amino-5-substituent-1,2,4-triazole-3-thione Schiff bases an antifungal drug by characterization (spectroscopic, XRD), biological activities, molecular docking studies and electrostatic potential (ESP)

Cited by 28 publications

References 40 publications

Hydrogen-bond donor and acceptor cooperative catalysis strategy for cyclic dehydration of diols to access O-heterocycles

Hydrogen-bond donor and acceptor cooperative catalysis strategy for cyclic dehydration of diols to access O-heterocycles

Thione Derivatives as Medicinally Important Compounds

Antifungal activity of double Schiff bases of chitosan derivatives bearing active halogeno-benzenes

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