Synergistic effect of hydrogen bonding mediated selective synthesis of benzaldehyde in water

Yang, Zujin; Ji, Hongbing

doi:10.1016/s1872-2067(14)60056-5

Cited by 8 publications

(6 citation statements)

References 37 publications

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“…In addition, due to the high crystallinity of BC, its hydroxyl reaction activity is low (Jin et al, 2016). The combination of BC and cinnamaldehyde may be due to intermolecular hydrogen bond, because hydroxyl and aldehyde groups are easy to form hydrogen bond, as reported in the previous study (Yang & Ji, 2014).…”

Section: Atr-ftir Spectroscopymentioning

confidence: 65%

The role of bacterial nanocellulose mats encapsulated with cinnamaldehyde on chilled meat preservation

Yuan

Chen

et al. 2022

Int J of Food Sci Tech

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Summary Chilled meat preservation from microbial contaminants is particularly important during meat storage. In this study, the new antibacterial nanofiber mats based on bacterial nanocellulose (BNC) and cinnamaldehyde (CMD) were fabricated to evaluate their potential on chilled meat preservation. In particular, the release kinetics, bacteriostatic properties, and the effects on chilled meat preservation were evaluated. Scanning electron microscopy demonstrated that CMD was evenly incorporated within the BNC network, while Fourier transform infrared spectroscopy showed that the CMD was entrapped in BNC without any chemical interaction. Evaluation of the release mechanisms and kinetics of loaded CMD using various mathematical models showed superior efficacy of the CMD, primarily controlled by diffusion mechanism. The BNC‐CMD mats were able to effectively maintain the colour and control pH and total colony count of chilled meat following 10 days of storage at 4 °C, indicating that they are better in preserving chilled mean compared to commercial cotton fresh‐keeping mats. The results of this study demonstrate the important role of BNC‐CMD mats in preserving chilled meat with large industrial applications.

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Section: Atr-ftir Spectroscopymentioning

confidence: 65%

The role of bacterial nanocellulose mats encapsulated with cinnamaldehyde on chilled meat preservation

Yuan

Chen

et al. 2022

Int J of Food Sci Tech

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“…A reasonable explanation is that β ‐CD provided a reasonable cavity for 1‐PE and 2‐PE, and the strong hydrogen bonding between the host and guest was formed, thus including the guest more tightly. The increase in intensity and shift in the peak position of the FTIR peaks could be attributed to the fact that 1‐PE or 2‐PE was included in the cavity of β ‐CD, leaving the hydroxyl group exposed outside the cavity and a stable complex was formed between β ‐CD and 1‐PE or 2‐PE …”

Section: Resultsmentioning

confidence: 99%

Preparation and release behaviour of the inclusion complexes of phenylethanol with β‐cyclodextrin

Yang

Yao

Xiao

et al. 2015

Flavour & Fragrance J

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The formation of the inclusion complexes between two phenylethanol isomers [1‐phenylethanol (1‐PE) and 2‐PE)] and three cyclodextrins namely α‐cyclodextrin (α‐CD), β‐cyclodextrin (β‐CD) and HP‐β‐cyclodextrin (HP‐β‐CD) was studied. Phase‐solubility studies showed the two isomers formed 1:1 stoichiometric inclusion complexes with these cyclodextrins and the aqueous solubility of 1‐PE and 2‐PE significantly increased with increasing the cyclodextrin concentration. In this study, β‐CD was chosen as a host molecule, and solid inclusion complexes of β‐CD with two phenylethanol isomers were prepared via the co‐precipitation method for the enhancement of their thermal stability and sustained release. The presence of the two isomers in the inclusion complexes was confirmed by Fourier transform infrared spectroscopy (FTIR) and proton nuclear magnetic resonance (1H‐NMR) spectra. X‐ray powder diffraction (XRD) results indicated new crystalline phases for the inclusion complexes. Differential scanning calorimetry (DSC) studies for the inclusion complexes have also shown the formation of supramolecular inclusion complexes between β‐CD and the two isomers. Thermogravimetric analysis (TGA) results demonstrated that the thermal stability of the two isomers was increased as a result of the formation of the inclusion complexation with β‐CD. The release study suggested that β‐CD provided protection for 1‐PE and 2‐PE against evaporation, and 1‐PE in the inclusion complex had a lower release rate than that of 2‐PE. The results have been confirmed with PM3 and B3LYP/6‐31G(d) calculation. It indicates that β‐CD is a proper wall material for increasing thermal stability and the controlled release of 1‐PE and 2‐PE. Copyright © 2015 John Wiley & Sons, Ltd.

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“… 36 We investigated this green catalyst in the hopes of finding a noncovalent association with indolin-2-ones via inclusion complex formation. 37 …”

Section: Introductionmentioning

confidence: 99%

“…Chemical modifications of endogenous cyclodextrins have been shown to accelerate the complex formation process . We investigated this green catalyst in the hopes of finding a noncovalent association with indolin-2-ones via inclusion complex formation …”

Section: Introductionmentioning

confidence: 99%

Discovery and Anticancer Activity of Novel 1,3,4-Thiadiazole- and Aziridine-Based Indolin-2-ones via In Silico Design Followed by Supramolecular Green Synthesis

et al. 2022

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Three crucial anticancer scaffolds, namely indolin-2-one, 1,3,4-thiadiazole, and aziridine, are explored to synthesize virtually screened target molecules based on the c-KIT kinase protein. The stem cell factor receptor c-KIT was selected as target because most U.S. FDA-approved receptor tyrosine kinase inhibitors bearing the indolin-2-one scaffold profoundly inhibit c-KIT. Molecular hybrids of indolin-2-one with 1,3,4-thiadiazole ( IIIa – m ) and aziridine ( VIa and VIc ) were afforded through a modified Schiff base green synthesis using β-cyclodextrin-SO 3 H in water as a recyclable proton-donor catalyst. A computational study found that indolin-2,3-dione forms a supramolecular inclusion complex with β-cyclodextrin-SO 3 H through noncovalent interactions. A molecular docking study of all the synthesized compounds was executed on the c-KIT kinase domain, and most compounds displayed binding affinities similar to that of Sunitinib. On the basis of the pharmacokinetic significance of the aryl thioether linkage in small molecules, 1,3,4-thiadiazole hybrids ( IIIa – m ) were extended to a new series of 3-((5-(phenylthio)-1,3,4-thiadiazol-2-yl)imino)indolin-2-ones ( IVa – m ) via thioetherification using bis(triphenylphosphine)palladium(II)dichloride as the catalyst for C–S bond formation. Target compounds were tested against NCI-60 human cancer cell lines for a single-dose concentration. Among all three series of indolin-2-ones, the majority of compounds demonstrated broad-spectrum activity toward various cancer cell lines. Compounds IVc and VIc were further evaluated for a five-dose anticancer study. Compound IVc showed a potent activity of IC 50 = 1.47 μM against a panel of breast cancer cell lines, whereas compound VIc exhibited the highest inhibition for a panel of colon cancer cell lines at IC 50 = 1.40 μM. In silico ADME property descriptors of all the target molecules are in an acceptable range. Machine learning algorithms were used to examine the metabolites and phase I and II regioselectivities of compounds IVc and VIc , and the results suggested that these two compounds could be potential leads for the treatment of cancer.

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Synergistic effect of hydrogen bonding mediated selective synthesis of benzaldehyde in water

Cited by 8 publications

References 37 publications

The role of bacterial nanocellulose mats encapsulated with cinnamaldehyde on chilled meat preservation

The role of bacterial nanocellulose mats encapsulated with cinnamaldehyde on chilled meat preservation

Preparation and release behaviour of the inclusion complexes of phenylethanol with β‐cyclodextrin

Discovery and Anticancer Activity of Novel 1,3,4-Thiadiazole- and Aziridine-Based Indolin-2-ones via In Silico Design Followed by Supramolecular Green Synthesis

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