Evaluation of in silico pharmacokinetic properties and in vitro cytotoxic activity of selected newly synthesized N-succinimide derivatives

Milošević, Nataša; Kojić, Vesna; Ćurčić, Jelena; Jakimov, Dimitar; Milić, Nataša; Banjac, Nebojša; Ušćumlić, Gordana S.; Kaliszan, Roman

doi:10.1016/j.jpba.2017.01.042

Cited by 20 publications

(9 citation statements)

References 40 publications

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“…The total protein content of the cells incubated with KD-SIM (500 µg/mL) for 24 h showed a 1.12 fold decrease compared to negative control and the decrease was statistically significant (p<0.05). Milosevic et al (2017) showed that the responses of the cells to various types of SIM derivatives were different. According to their results, one of the newly synthesized SIM derivatives was cytotoxic toward normal fetal lung cells (62.13 µM), while the others weren't toxic [37].…”

Section: Bradford Assaymentioning

confidence: 99%

“…Milosevic et al (2017) showed that the responses of the cells to various types of SIM derivatives were different. According to their results, one of the newly synthesized SIM derivatives was cytotoxic toward normal fetal lung cells (62.13 µM), while the others weren't toxic [37]. On the other hand, Chen et al (2017) studied the cytotoxicity of mesoporous silica nanoparticles, which were separately conjugated with some cross-linkers containing succinimide groups (N-[α-maleimidoacetoxy]succinimide ester, m-maleimidobenzoyl-Nhydroxysuccinimideester, succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate, and maleimide poly(ethylene glycol) succinimidyl carboxymethyl ester).…”

Section: Bradford Assaymentioning

confidence: 99%

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Synthesis, Characterization and Biological Properties of Intercalated Kaolinite Nanoclays: Intercalation and Biocompatibility

Yılmaz

Irmak

Turhan

et al. 2019

Advances in Materials Science

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The aims of the present study were to synthesize the intercalated kaolinite samples with dimethylsulfoxide (DMSO), glutamic acid (GA), succinimide (SIM), cetylpyridiniumchloride (CPC), and hexadecyltrimethylammoniumchloride (HDTMA+); to characterize by X-ray diffraction (XRD), Brunauer-Emmett-Teller (BET), scanning electron microscopy (SEM), transmission electron microscopy (TEM), Fourier transform infrared spectroscopy-attenuated total reflectance (FTIR-ATR), and to determine the hemocompatibility and the cytotoxic effects of the intercalated kaolinite nanoclays on human lymphocytes. It was found that the intercalation with DMSO did not cause any decrease in cell viability until its maximum concentration (500 µg/mL), however, the intercalation with SIM, CPC, and (HDTMA+) causd important decreases in lymphocyte viabilities. It was determined that no significant decrease was observed in protein content of the lymphocyte cells exposed to the kaolinite nanoclays except the ones intercalated with SIM. Furthermore, the pristine kaolinite nanoclays which were intercalated with DMSO, GA, and SIM exhibited high hemocompatibility and the nanoclays intercalated with CPC and (HDTMA+) were highly hemocompatibile for the amounts below 125 and 500 µg/mL, respectively. All the results of this work can serve for the human risk assesment of intercalated nanoclays.

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Section: Bradford Assaymentioning

confidence: 99%

Section: Bradford Assaymentioning

confidence: 99%

Synthesis, Characterization and Biological Properties of Intercalated Kaolinite Nanoclays: Intercalation and Biocompatibility

Yılmaz

Irmak

Turhan

et al. 2019

Advances in Materials Science

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“…14 Evaluation of pharmacokinetic properties and in vitro cytotoxic activ-ity of N-phenyl substituted succinimides showed that all compounds were predicted for good permeability and solubility, oral absorption rate and moderate volume of distribution even for blood brain permeation, followed by acceptable observed toxicity. 15,16 Furthermore, quantum mechanical and experimental studies of N-phenyl succinimides were performed and detailed interpretation of spectral data were reported. 17,18 For 1-aryl-3-methylsuccinimides, it is shown that interactions with hydrogen bond donor solvents and non-specific interactions with solvents play an important role in the solvatochromic behavior of these compounds.…”

Section: Introductionmentioning

confidence: 99%

Voltammetric Investigation of Inclusion Complexes of the Selected Succinimides with β-Cyclodextrin and (2-Hydroxypropyl)-β-Cyclodextrin

Lović

Ivić²,

Božić³

et al. 2019

ACSi

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The inclusion complexes of the selected, potentially biologically active, succinimides with β-cyclodextrin (βCD) and (2-hydroxypropyl)-β-cyclodextrin (HPβCD) were prepared. The formation of the inclusion complexes of the investigated monophenyl and diphenyl succinimide derivatives was confirmed using attenuated total reflection (ATR) study. Their electrochemical behavior was examined by cyclic voltammetry (CV) and square wave voltammetry (SWV) in 0.05 M NaHCO 3 on a gold electrode. The stability constants for compound 1 were determined by cyclic voltammetry and calculated as K βCD = 350.87 M-1 and K HPβCD = 250.67 M-1. The SWV measurements reveal well defined peak at potential E p = ~ 60 mV and the higher currents at E p for both inclusion complex of the succinimides compared to the free compounds. The impact of chlorine atom in the phenyl moiety of succinimide derivatives on the activity in electrooxidation reaction is presented. Among the studied succinimides, according to SWV measurements, the most active is the monophenyl succinimide derivative (compound 1) in complex with βCD. The difference of peak current of compound 1 + βCD compared to compound 1 + HPβCD and free compound is 6.3 and 35.2 µA cm-2 , respectively.

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“…The initial analysis in drug discovery includes determination of quantitative structure-activity (properties) relationships (QSA(P)R) and ADME-Tox (refers to Absorption, Distribution, Metabolism, Excretion, and Toxicology) analysis, whereas, for succinimide derivatives, lipophilicity is used as an adequate property [26][27][28][29]. The resulting candidates N-phenyl substituted succinimides appear promising in research and development of new antiepileptic drugs.…”

Section: Introductionmentioning

confidence: 99%

Spectroscopic and quantum chemical elucidation of newly synthesized 1-aryl-3-methyl-3-phenylpyrrolidine-2,5-diones as potentional anticonvulsant agents

Cvetković¹,

Božić

Banjac³

et al. 2019

Hem Ind

Self Cite

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Novel succinimide derivatives were synthesized from 3-methyl-3-phenylsuccinic acid and substituted anilines under solvent-free conditions by using microwave irradiation. All obtained compounds were characterized by ultraviolet (UV), Fourier-transform infrared (FT-IR), 1 H and 13 С nuclear magnetic resonance (NMR) spectroscopy as well as by elemental analysis. The influence of the substituent electronic effects on spectroscopic data was analyzed by applying the Hammett equation. Moreover, a detailed interpretation and comparison of experimentally obtained and theoretically calculated FT-IR, UV and NMR spectra was performed. Density functional theory (DFT) calculated data of the investigated succinimides were obtained and analyzed in order to determine their structural, spectroscopic and electronic properties. Furthermore, ADMET factor profiling and in-silico prediction of potential biological activities of novel succinimide derivatives have been performed.

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Evaluation of in silico pharmacokinetic properties and in vitro cytotoxic activity of selected newly synthesized N-succinimide derivatives

Cited by 20 publications

References 40 publications

Synthesis, Characterization and Biological Properties of Intercalated Kaolinite Nanoclays: Intercalation and Biocompatibility

Synthesis, Characterization and Biological Properties of Intercalated Kaolinite Nanoclays: Intercalation and Biocompatibility

Voltammetric Investigation of Inclusion Complexes of the Selected Succinimides with β-Cyclodextrin and (2-Hydroxypropyl)-β-Cyclodextrin

Spectroscopic and quantum chemical elucidation of newly synthesized 1-aryl-3-methyl-3-phenylpyrrolidine-2,5-diones as potentional anticonvulsant agents

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