Evaluation of the stability of rigid poly(vinyl chloride)/biologically active phthalimido phenyl urea composites using thermogravimetric analysis

Mohamed, Nadia A.; El‐Ghany, Nahed A. Abd

doi:10.1016/j.polymdegradstab.2017.04.019

Cited by 13 publications

(4 citation statements)

References 24 publications

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“…Among these biological activities are anti‐inflammatory (A Qinna, 2012; Machado et al, 2005; Raghupathy & Billett, 2009), anticonvulsant (Kadi, 2006), anti‐HIV (El‐Barbary, 2004), antibacterial (Mohamed et al, 2021; Mohamed, 2017), antitumor (Donarska et al, 2021; Lentzsch et al, 2002; Philoppes & Lamie, 2019), anti‐Alzheimer (Azimi et al, 2017; Panek et al, 2018), antimalarial (Singh et al, 2015), antidiabetic (Mobinikhaledi et al, 2015; Pascale et al, 2010; Wang et al, 2017), and analgesic agents (Said et al, 2009). Accordingly, various approaches were developed for the synthesis of isoindoline‐1,3‐dione by a condensation reaction of anhydrides with primary amines utilizing different reagents and conditions (Mohamed & Abd el‐Ghany, 2017; Mohamed et al, 2002; Mohamed et al, 2016; Sabaa et al, 2003), condensation of o ‐phthalic acid and amines (Chan et al, 1987), Mannich reaction of phthalimide derivatives with formaldehyde and appropriate arylamine (Abubshait et al, 2011; DONAHOE et al, 1957; Korepin et al, 2001), or N ‐alkylation of lead compounds to the substituted alkyl halide side chain of phthalimide (Song et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

Design and synthesis of novel tetrabromophthalimide derivatives as potential tubulin inhibitors endowed with apoptotic induction for cancer treatment

Abdel‐Motaal,

Aldakhili,

Abo Elmaaty

et al. 2024

Drug Development Research

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Although various approaches exist for treating cancer, chemotherapy continues to hold a prominent role in the management of this disease. Besides, microtubules serve as a vital component of the cellular skeleton, playing a pivotal role in the process of cell division making it an attractive target for cancer treatment. Hence, the scope of this work was adapted to design and synthesize new anti‐tubulin tetrabromophthalimide hybrids (3‐17) with colchicine binding site (CBS) inhibitory potential. The conducted in vitro studies showed that compound 16 displayed the lowest IC50 values (11.46 µM) at the FaDu cancer cell lines, whereas compound 17 exhibited the lowest IC50 value (13.62 µM) at the PC3 cancer cell line. However, compound 7b exhibited the lowest IC50 value (11.45 µM) at the MDA‐MB‐468 cancer cell line. Moreover, compound 17 was observed to be the superior antitumor candidate against all three tested cancer cell lines (MDA‐MB‐468, PC3, and FaDu) with IC50 values of 17.22, 13.15, and 13.62 µM, respectively. In addition, compound 17 showed a well‐established upregulation of apoptotic markers (Caspases 3, 7, 8, and 9, Bax, and P53). Moreover, compound 17 induced downregulation of the antiapoptotic markers (MMP2, MMP9, and BCL‐2). Furthermore, the colchicine binding site inhibition assay showed that compounds 15a and 17 exhibited particularly significant inhibitory potentials, with IC50 values of 23.07 and 4.25 µM, respectively, compared to colchicine, which had an IC50 value of 3.89 µM. Additionally, cell cycle analysis was conducted, showing that compound 17 could prompt cell cycle arrest at both the G0‐G1 and G2‐M phases. On the other hand, a molecular docking approach was applied to investigate the binding interactions of the examined candidates compared to colchicine towards CBS of the β‐tubulin subunit. Thus, the synthesized tetrabromophthalimide hybrids can be regarded as outstanding anticancer candidates with significant apoptotic activity.

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Section: Introductionmentioning

confidence: 99%

Design and synthesis of novel tetrabromophthalimide derivatives as potential tubulin inhibitors endowed with apoptotic induction for cancer treatment

Abdel‐Motaal,

Aldakhili,

Abo Elmaaty

et al. 2024

Drug Development Research

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“…Moreover, amphiphilic quaternized chitosan with phthalimide functional groups also demonstrated anti-biofilm activity against Streptococcus mutans ( Vijayakumar et al., 2021 ; Phuangkaew et al., 2022 ). Phthalimide derivatives also possess anti-hyphal properties, as in the case of the antifungal phthalimido phenyl urea against fungi such as Geotrichum candidum and Aspergillus fumigatus ( Mohamed and Abd El-Ghany, 2017 ). Novel thiophthalimide derivatives have also been shown to be potent antimicrobials against Escherichia coli and S. aureus ( Chi et al., 2022 ).…”

Section: Introductionmentioning

confidence: 99%

Antifungal, anti-biofilm, and anti-hyphal properties of N-substituted phthalimide derivatives against Candida species

Shaik,

Lee,

Kim

et al. 2024

Front. Cell. Infect. Microbiol.

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Candida species comprise a ubiquitous pathogenic fungal genus responsible for causing candidiasis. They are one of the primary causatives of several mucosal and systemic infections in humans and can survive in various environments. In this study, we investigated the antifungal, anti-biofilm, and anti-hyphal effects of six N-substituted phthalimides against three Candida species. Of the derivatives, N-butylphthalimide (NBP) was the most potent, with a minimum inhibitory concentration (MIC) of 100 µg/ml and which dose-dependently inhibited biofilm at sub-inhibitory concentrations (10–50 µg/ml) in both the fluconazole-resistant and fluconazole-sensitive Candida albicans and Candida parapsilosis. NBP also effectively inhibited biofilm formation in other pathogens including uropathogenic Escherichia coli, Staphylococcus epidermidis, Staphylococcus aureus, and Vibrio parahaemolyticus, along with the polymicrobial biofilms of S. epidermidis and C. albicans. NBP markedly inhibited the hyphal formation and cell aggregation of C. albicans and altered its colony morphology in a dose-dependent manner. Gene expression analysis showed that NBP significantly downregulated the expression of important hyphal- and biofilm-associated genes, i.e., ECE1, HWP1, and UME6, upon treatment. NBP also exhibited mild toxicity at concentrations ranging from 2 to 20 µg/ml in a nematode model. Therefore, this study suggests that NBP has anti-biofilm and antifungal potential against various Candida strains.

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“…To our best knowledge, antibacterial PVC is generally obtained by the physical blending 7–10 or surface immobilizing 11,12 with certain antimicrobial components, which can either prevent bacterial growth or even kill them via the release of the antimicrobial agent from a substrate or contact with the antimicrobial surface, respectively. The most common method to prepare antibacterial PVC is to blend antibacterial agent with PVC.…”

Section: Introductionmentioning

confidence: 99%

Quaternarized cationic poly[(vinyl chloride)‐co‐(vinyl chloroacetate)] binary copolymer as non‐migration antibacterial additive in PVC matrix

Jian,

Sun,

et al. 2023

J of Applied Polymer Sci

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Antibacterial polyvinyl chloride (PVC) materials have drawn considerable attention since their wide application in medical devices. The objective of this study is to develop a novel quaternary ammonium cationic vinyl chloride copolymer, which can be potentially used as antibacterial additive in PVC matrix. Initially, the low average‐number molecular weight poly[(vinyl chloride)‐co‐(vinyl chloroacetate)] (PVC‐co‐PVCA) is synthesized by precipitation copolymerization. Subsequently, quaternary ammonium cationic moieties with different lengths of alkyl chains are introduced into the copolymers via quaternization reaction between alkyl‐dimethyl tertiary amines with acyl chloride groups. The successful synthesis of PVC‐co‐PVCA and quaternarized copolymers are carefully confirmed by Fourier transform infrared spectroscopy, nuclear magnetic resonance (1H NMR), and x‐ray photoelectron spectroscopy. The antibacterial behaviors of the quaternarized copolymers and its blends with PVC are investigated. The results reveal that all the PVC blends containing at least 5% by weight of quaternarized copolymer have superior bacteriostasis ratio (>99.6%) against both Escherichia coli (E.coli) and Staphylococcus aureus (S. aureus) due to the incorporation of quaternary ammonium groups. Meanwhile, the cationic copolymer exhibits excellent antifouling and much lower migration rate (<0.4%). These interesting consequences endow the quaternarized copolymers as alternative antibacterial agents possess a great deal of potential for use in PVC materials.

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Evaluation of the stability of rigid poly(vinyl chloride)/biologically active phthalimido phenyl urea composites using thermogravimetric analysis

Cited by 13 publications

References 24 publications

Design and synthesis of novel tetrabromophthalimide derivatives as potential tubulin inhibitors endowed with apoptotic induction for cancer treatment

Design and synthesis of novel tetrabromophthalimide derivatives as potential tubulin inhibitors endowed with apoptotic induction for cancer treatment

Antifungal, anti-biofilm, and anti-hyphal properties of N-substituted phthalimide derivatives against Candida species

Quaternarized cationic poly[(vinyl chloride)‐co‐(vinyl chloroacetate)] binary copolymer as non‐migration antibacterial additive in PVC matrix

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