Synthesis of novel heterocyclic compounds based on dialdehyde cellulose: characterization, antimicrobial, antitumor activity, molecular dynamics simulation and target identification

Hasanin, Mohamed S.; Hashem, Amr H.; El-Rashedy, Ahmed A.; Kamel, Samir

doi:10.1007/s10570-021-04063-7

Cited by 52 publications

(22 citation statements)

References 54 publications

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“…Universally, scientists are expanding computational methods to minimize experimental procedures. Beside that, implementing docking as well as MD simulation could lead to more effective functionalization of cellulose whereby task-specific materials will be achieved. − Further, with the advent of machine learning approaches, researchers will be capable of designing more effective and specific macromolecules due to the fact that this computer-based approach helps with the identification of efficient reaction parameters from a large data set. Accurate predictions help eradicate unnecessary repetitive physical experiments, but they also introduce novel rules, distinguish unexpected patterns, and even reveal relationships between input–output for nonlinear and wrapped data sets. , There are plenty of opportunities to further enhance the fusion of cellulose and MCRs in a more efficacious manner.…”

Section: Conclusion and Prospectivementioning

confidence: 99%

Fusion of Cellulose and Multicomponent Reactions: Benign by Design

Yazdani

Hooshmand

Stenzel

2022

ACS Sustainable Chem. Eng.

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With increasing ecological and environmental concerns because of the extensive use of petroleum-based products, the use of natural resources for preparation of functional materials is of great public value. Cellulose is introduced as an ideal and promising biomaterial for widespread application which is obtained from biobased sources such as plants, biomass, or bacteria, relying on efficient, scalable, and facile methods. Generally, sulfation, silylation, esterification, phosphorylation, etherification, and oxidation are common reactions that were applied for functionalization of cellulose; however, multicomponent reactions (MCRs), surmised as versatile and assorted approaches, have been deployed for the modification of cellulose. The functionalized celluloses enjoyed various unique phenomena and properties which render them promising biomaterials for various applications ranging from biomedicine to catalysis. Herein, diverse types of prominent MCRs encompassing Biginelli, Hantzsch, Kabachnik−Fields, and Betti, as well as two paramount isocyanide-based MCRs, namely, Passerini and Ugi, have been used in cellulose functionalization. MCRs, which have emerged as significant platforms to generate cellulose-based materials with new properties, are reviewed here with special emphasis on modification, functionalization, and cutting-edge applications such as drug delivery, catalysis, C−H functionalization reaction, and emulsifier, among others.

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Section: Conclusion and Prospectivementioning

confidence: 99%

Fusion of Cellulose and Multicomponent Reactions: Benign by Design

Yazdani

Hooshmand

Stenzel

2022

ACS Sustainable Chem. Eng.

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“…Antimicrobial activity of the as-prepared samples was assessed against three different microorganisms including gram-negative bacteria ( Escherichia coli : ATCC25922), gram-positive bacteria ( Bacillus subtilis : ATCC6633) and unicellular fungi ( Candida albicans : ATCC90028) [ 30 – 32 ]. Bacterial strains were cultured on nutrient agar at 37 °C for 24 h, while fungal strains were seeded on malt extract agar (MEA) plates, then incubated for 3 days at 28 ± 2 °C and then kept at 4 °C for further use.…”

Section: Antimicrobial Activitymentioning

confidence: 99%

“…Antimicrobial activity of the prepared colloidal and cotton fabric samples was assessed using agar well diffusion method to determine inhibition zone of tested samples against different isolated bacterial and fungal pathogens [ 30 , 32 ]. The bacterial suspensions of 1.5 × 10 6 CFU/mL were separately prepared and seeded into sterilized petri plates of nutrient agar.…”

Section: Antimicrobial Activitymentioning

confidence: 99%

Chitosan–organosilica hybrid decorated with silver nanoparticles for antimicrobial wearable cotton fabrics

2022

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Functional cotton fabrics using silver-based nanoparticles (AgNPs) have attracted a lot of attention as a new generation of healthcare wearable textile. In this study, cotton fabrics were coated via impregnation with silver nanoparticles using chitosan (Cs) and (or) chitosan–organosilica (Cs-OSH) solutions as adhesives matrices. The physicochemical properties were studied using UV–VIS spectroscopy, and transmission electron microscopy (TEM) and scanning electron microscope coupled with energy-dispersive X-ray spectroscopy methods (SEM–EDX). The antibacterial activity of the silver-treated fabrics was determined using agar diffusion method. However, nanosize spherical AgNPs were observed in Cs and Cs-OSH solution. The average particle diameter was around 10 nm for Cs/AgNPs sample and close 21 nm for Cs-OSH/AgNPs. Microscopy images showed the deposition of Ag NPs on the surface of cotton fibers. The results indicated that the cotton fibers treated with Cs-OSH/AgNPs solution showed good stability against washing and maintained higher antimicrobial activity even after being exposed to 10 consecutive home laundering conditions. Thus, this work suggests the use of chitosan–organosilicon matrix to improve the bonding between AgNPs and cotton fibers for better and long-term antimicrobial activity.

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“…Heterocyclic compounds are readily applicable in the synthesis of naturally occurring pigments, vitamins, and antibiotics, and some act as hallucinogens. 1 , 2 …”

Section: Introductionmentioning

confidence: 99%

“…Heterocyclic compounds are readily applicable in the synthesis of naturally occurring pigments, vitamins, and antibiotics, and some act as hallucinogens. 1,2 The most common heterocyclic compounds are the fiveor six-membered rings containing heteroatoms of nitrogen (N), oxygen (O), and sulfur (S). Over the years, much attention has been paid to the fully saturated and unsaturated three-and fourmembered rings because of their small sizes and well-known reactive nature and uses as intermediates, but the saturated and unsaturated seven-membered rings and higher members are stable but less investigated.…”

Section: Introductionmentioning

confidence: 99%

Meta-Hybrid Density Functional Theory Prediction of the Reactivity, Stability, and IGM of Azepane, Oxepane, Thiepane, and Halogenated Cycloheptane

et al. 2022

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The application of plain cycloalkanes and heterocyclic derivatives in the synthesis of valuable natural products and pharmacologically active intermediates has increased tremendously in recent times with much attention being paid to the lower cycloalkane members. The structural and molecular properties of higher seven-membered and nonaromatic heterocyclic derivatives are less known despite their stable nature and vast application; thus, an insight into their structural and electronic properties is still needed. Appropriate quantum chemical calculations utilizing the ab initio (MP2) method, meta-hybrid (M06-2X) functional, and long-range-separated functionals (ωB97XD) have been utilized in this work to investigate the structural reactivity, stability, and behavior of substituents on cycloheptane (CHP) and its derivatives: azepane, oxepane, thiepane, fluorocycloheptane (FCHP), bromocycloheptane (BrCHP), and chlorocycloheptane (ClCHP). Molecular global reactivity descriptors such as Fukui function, frontier molecular orbitals (FMOs), and molecular electrostatic potential were computed and compared with lower members. The results of two population methods CHELPG and Atomic Dipole Corrected Hirshfeld Charges (ADCH) were equally compared to scrutinize the charge distribution in the molecules. The susceptibility of intramolecular interactions between the substituents and cycloalkane ring is revealed by natural bond orbital analysis and intramolecular weak interactions by the independent gradient model (IGM). Other properties such as atomic density of states, intrinsic bond strength index (IBSI), and dipole moments are considered. It is acclaimed that the strain effect is a major determinant effect in the energy balance of cyclic molecules; thus, the ring strain energies and validation of spectroscopic specificities with reference to the X-ray crystallographic data are also considered.

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Synthesis of novel heterocyclic compounds based on dialdehyde cellulose: characterization, antimicrobial, antitumor activity, molecular dynamics simulation and target identification

Cited by 52 publications

References 54 publications

Fusion of Cellulose and Multicomponent Reactions: Benign by Design

Fusion of Cellulose and Multicomponent Reactions: Benign by Design

Chitosan–organosilica hybrid decorated with silver nanoparticles for antimicrobial wearable cotton fabrics

Meta-Hybrid Density Functional Theory Prediction of the Reactivity, Stability, and IGM of Azepane, Oxepane, Thiepane, and Halogenated Cycloheptane

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