Synthesis, experimental and theoretical analysis, and antiproliferative activity of 2-(4-methoxyphenylamino)-2-oxoethyl methacrylate

Tanış, Emine; Çankaya, Nevin; Yalçın, Serap

doi:10.1016/j.cjph.2018.11.006

Cited by 6 publications

(5 citation statements)

References 30 publications

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“…MPAEMA monomer was synthesized according to the literature [18,20,23]. MPAEMA was dissolved in 1 mL 1,4-dioxane and polymerized at 73 ºC with 1% benzoyl peroxide as free radical initiator.…”

Section: Preparation Of Poly(mpaema) and Poly(mpaema)/organoclay Nanocompositesmentioning

confidence: 99%

“…In our study, MPAEMA (2-(4-methoxyphenylamino)-2oxoethyl methacrylate) monomer and halloysite clay were preferred for composite synthesis. Our team determined the toxicity value of MPAEMA monomer for HeLa cells as 1.8 mM [18]. In this study, with this idea, MPAEMA polymer/halloysite clay nanocomposites were prepared by in-situ polymerization method, their morphology and thermal properties were discussed, and then its effect on HeLa cancer cell was investigated.…”

Section: Introductionmentioning

confidence: 99%

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Preparation of poly(MPAEMA)/halloysite Nanocomposites and Investigation of Antiproliferative Activity

2021

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Abstract. In this present work, the synthesis, characterization, and thermal properties of poly(2-(4-methoxyphenylamino)-2-oxoethyl methacrylate) (MPAEMA) polymer/clay-based nanocomposites were investigated by in-situ polymerization. At the characterizations of nanomaterials FTIR, XRD, SEM, and TGA techniques were used. It was determined from XRD and SEM measurements that the morphology of nanocomposites was exfoliated when the clay content in the polymer matrix was kept at 3% and 5%. From thermal analysis, a positive correlation was observed between the clay ratio and thermal stability of nanomaterials. Also, the cytotoxic effect of halloysite and its nanocomposites was investigated using XTT assay on HeLa cells. According to the results, nanocomposites showed a non-cytotoxic response and thus they may use safety in many research areas such as medicine, agriculture, cosmetics. Resumen. En este trabajo, se reporta la síntesis, caracterización y propiedades térmicas de nanocompuestos de polímero / arcilla poli(2-(4-metoxifenilamino)-2-oxoetil metacrilato) (MPAEMA), obtenidos mediante polimerización in situ. Para caracterizar los nanomateriales se utilizaron las siguientes técnicas: FTIR, XRD, SEM y TGA. A partir de las mediciones de XRD y SEM se determinó que la morfología de los nanocompuestos muestra exfoliación, cuando el contenido de arcilla en la matriz de polímero se mantiene en 3% y 5%. Estudios mediante análisis térmico muestran una correlación positiva entre la relación de arcilla y la estabilidad térmica de los nanomateriales. También se investigó el efecto citotóxico de la halloysita y sus nanocompuestos utilizando el ensayo XTT en células HeLa. Los resultados muestran que los nanocompuestos tienen una respuesta no citotóxica y, por lo tanto, pueden utilizarse con seguridad en muchas áreas de investigación en disciplinas como la medicina, la agricultura y la cosmética.

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Section: Preparation Of Poly(mpaema) and Poly(mpaema)/organoclay Nanocompositesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Preparation of poly(MPAEMA)/halloysite Nanocomposites and Investigation of Antiproliferative Activity

2021

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“…Ялджин 1 , E.Б. Сас 2 , Н. Джанкайа 3 , Ф. Ерджан 4 , M. Курт 5 1 Унiверситет м. Кiршехiр, вiддiл молекулярної бiологiї та генетики, Кiршехiр, Туреччина 2 Унiверситет м. Кiршехiр, професiйно-технiчний коледж, Кiршехiр, Туреччина 3 Унiверситет м. Усак, вiддiл хiмiї, Усак, Туреччина 4 Унiверситет м. Кiршехiр, вiддiл рослинництва, Кiршехiр, Туреччина 5 Унiверситет м. Кiршехiр, вiддiл фiзики, Кiршехiр, Туреччина У цiй роботi молекула 2-(бi(цiаометил)амiно)-2-оксоетил метакрилат (CMA2OEM) вивчалася теоретично. Спершу розраховувалася потенцiальна енергiя поверхнi, щоб знайти стан молекули з найнижчою енергiєю.…”

Section: фIзичнi дослIдження I взаємозв'язок з антиапоптотичними бIлк...unclassified

“…In recent studies, this turned out to be urgent for amino methacrylate derivatives in areas such as waste water treatment, biochemical sensor and protein purification [2]. Due to their physical properties, acrylates are used in medicine, orthopedics, tooth and filling materials, drug delivery systems, biochemical sensors and soft tissue studies [3]. A number of studies have been performed in our team on the synthesis of meth/acrylate monomer and their polymerization.…”

Section: Introductionmentioning

confidence: 99%

The physical studies and interaction with anti-apoptotic proteins of 2-(bis(cyanomethyl)amino)-2-oxoethyl methacrylate molecule

Yalçın¹,

Sas²,

Çankaya³

et al. 2019

Condens. Matter Phys.

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In this work 2-(bis(cyanomethyl)amino)-2-oxoethyl methacrylate (CMA2OEM) molecule has been characterized theoretically. First, the potential energy surface has been calculated to find the lowest energy state of the molecule. After the most stable state of the molecule, Mulliken atomic charge and nonlinear-optical properties were investigated. Also in the study, binding poses of CMA2OEM molecule and anti-apoptotic proteins, such as BCL-2, BCL-w, MCL-1, AKT1 and BRAF were investigated. The molecular docking results showed that the most stable complex was obtained with this molecule and BRAF protein. The molecular docking results showed that the most stable complex was obtained with this molecule and serine/threonine-protein kinase protein.This study suggested that molecular docking approach may be a potential tool to identify the hydrogen bond interactions in order to treat a disease. Finally, this new ligand could pave the way to experimental studies.

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“…The IC 50 values for MPAEMA and p -acetamide were found to be 1.8 mM and 14.53 μg/mL, respectively. 9 , 10 Despite this, it was discovered that MPAEMA nanocomposites made with halloysite clay (Al 2 Si 2 O 5 (OH) 4 ) were not cytotoxic. 11 Thus, the purpose of this study was to examine these two compounds’ antifungal and antibacterial qualities as their antimicrobial activities have never been studied before.…”

Section: Introductionmentioning

confidence: 99%

First In Vitro–In Silico Analysis for the Determination of Antimicrobial and Antioxidant Properties of 2-(4-Methoxyphenylamino)-2-oxoethyl Methacrylate and p-Acetamide

Temüz,

Çankaya,

Korcan

et al. 2024

ACS Omega

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The antibacterial, antifungal, and antioxidant activities of 2-chloro-N-(4-methoxyphenyl)acetamide (p-acetamide) and 2-(4-methoxyphenylamino)-2-oxoethyl methacrylate (MPAEMA) were investigated by in vitro experiments and in silico analyses. MPAEMA has an antibacterial effect only against Gram-positive Staphylococcus aureus. It was determined that this did not affect any other bacteria and Candida glabrata yeast. On the other hand, p-acetamide showed antimicrobial activity against S. aureus ATCC 25923, C. glabrata ATCC 90030, Bacillus subtilis NRRL 744, Enterococcus faecalis ATCC 551289, Escherichia coli ATCC 25922, Klebsiella pneumoniae NRLLB4420, Pseudomonas aeruginosa ATCC 27853, and Listeria monocytogenes ATCC 1911. p-Acetamide showed the greatest antifungal effect by inhibiting the colony growth of Trichoderma longibrachiatum (98%). This was followed by Mucor plumbeus with 83% and Fusarium solani with 21%. MPAEMA inhibited colony growth of T. longibrachiatum by 95% and that of M. plumbeus by 91%. Also, p-acetamide and MPAEMA had a scavenging effect on free radicals. According to results of the in silico analysis, the antimicrobial effect of these compounds is due to their effect on DNA ligase. Based on drug-likeness analysis, they were found to be consistent with the Lipinski, Veber, or Ghose rule. p-Acetamide and MPAEMA may be used as drugs.

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Synthesis, experimental and theoretical analysis, and antiproliferative activity of 2-(4-methoxyphenylamino)-2-oxoethyl methacrylate

Cited by 6 publications

References 30 publications

Preparation of poly(MPAEMA)/halloysite Nanocomposites and Investigation of Antiproliferative Activity

Preparation of poly(MPAEMA)/halloysite Nanocomposites and Investigation of Antiproliferative Activity

The physical studies and interaction with anti-apoptotic proteins of 2-(bis(cyanomethyl)amino)-2-oxoethyl methacrylate molecule

First In Vitro–In Silico Analysis for the Determination of Antimicrobial and Antioxidant Properties of 2-(4-Methoxyphenylamino)-2-oxoethyl Methacrylate and p-Acetamide

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