A New Approach for Improving the Antibacterial and Tumor Cytotoxic Activities of Pipemidic Acid by Including It in Trimethyl-β-cyclodextrin

Lavorgna, Margherita; Iacovino, Rosa; Russo, Chiara; Donato, Cristina Di; Piscitelli, Concetta; Isidori, Marina

doi:10.3390/ijms20020416

Cited by 26 publications

(17 citation statements)

References 46 publications

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“…[32,33]. The enhancement of the cytotoxic activity on various cell lines of anti-cancer compounds was proven when the drugs were associated with modified cyclodextrins, namely with Heptakis(2,6-di-O-methyl)-β-cyclodextrin (CD 2) for melanoma cell lines [34] and Heptakis(2,3,6-tri-O-methyl)β-cyclodextrin (CD 3) for hepatoblastoma and breast adenocarcinoma cell lines [35]. However, physicochemical determinations have revealed an important difference between the inclusion complexes of anti-cancer molecules with the two modified cyclodextrins.…”

Section: Resultsmentioning

confidence: 99%

Cytotoxic Activity Evaluation on Breast Cells of Guest-host Complexes Containing Artemisinin

Circioban¹,

Pavel²,

Ledeţi³

et al. 2019

Rev. Chim.

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Artemisinin is a sesquiterpene lactone with vastly proved anti-cancer effects and a low toxicity profile. However, the compound has poor water solubility, bioavailability and a short half-life. As such, the present paper aims to evaluate the cytotoxic effect on breast cells of three guest-host inclusion complexes containing artemisinin as the active compound and different cyclodextrins as hosts. These were tested using two different concentrations (i.e. 12.5 mM and 25 mM) and three cell lines, namely two human breast adenocarcinoma cell lines (MCF7 and MDA-MB-231) and one human non-tumorigenic breast epithelial cell line (MCF10A) employing the colorimetric microculture tetrazolium assay. After a 72h stimulation period, the most promising results were obtained for the complex containing artemisinin and Heptakis(2,3,6-tri-O-methyl)-b-cyclodextrin, the cell viability decrease being significant for the estrogen positive MCF7 cell line (80.0 � 2.3 %), making the complex a potential candidate for further in vivo testing.

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Section: Resultsmentioning

confidence: 99%

Cytotoxic Activity Evaluation on Breast Cells of Guest-host Complexes Containing Artemisinin

Circioban¹,

Pavel²,

Ledeţi³

et al. 2019

Rev. Chim.

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“…The UATR-FTIR spectrum of TM-β-CD shows the characteristic peaks of CD at 2929 cm −1 corresponding to symmetric and asymmetric C-H stretching vibration from CH 2 , at 1365 cm −1 assigned to C-H bending from CH 2 , at 1016 cm −1 due to C-C-O stretching vibration. Moreover, characteristic bands are identified in the spectral region 1076-1022 cm −1 attributed to C-O-C stretching vibrations [10,40]. The broad band placed in 3500-3300 cm −1 region (O-H stretching vibration), characteristic for DM-β-CD was not observed in the TM-β-CD spectrum due to the methylation of the OH moieties.…”

Section: Ftir Spectroscopymentioning

confidence: 93%

Encapsulation of Risperidone by Methylated β-Cyclodextrins: Physicochemical and Molecular Modeling Studies

et al. 2020

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Risperidone (RSP) is an atypical antipsychotic drug which acts as a potent antagonist of serotonin-2 (5TH2) and dopamine-2 (D2) receptors in the brain; it is used to treat schizophrenia, behavioral and psychological symptoms of dementia and irritability associated with autism. It is a poorly water soluble benzoxazole derivative with high lipophilicity. Supramolecular adducts between drug substance and two methylated β-cyclodextrins, namely heptakis(2,6-di-O-methyl)-β-cyclodextrin (DM-β-CD) and heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin (TM-β-CD) were obtained in order to enhance RSP solubility and improve its biopharmaceutical profile. The inclusion complexes were evaluated by means of thermoanalytical methods (TG—thermogravimetry/DTG—derivative thermogravimetry/HF—heat flow), powder X-ray diffractometry (PXRD), universal-attenuated total reflectance Fourier transform infrared (UATR-FTIR), UV spectroscopy and saturation solubility studies. Job’s method was employed for the determination of the stoichiometry of the inclusion complexes, which was found to be 2:1 for both guest–host systems. Molecular modeling studies were carried out for an in-depth characterization of the interaction between drug substance and cyclodextrins (CDs). The physicochemical properties of the supramolecular systems differ from those of RSP, demonstrating the inclusion complex formation between drug and CDs. The RSP solubility was enhanced as a result of drug encapsulation in the CDs cavity, the higher increase being obtained with DM-β-CD as host; the guest–host system RSP/DM-β-CD can thus be a starting point for further research in developing new formulations containing RSP, with enhanced bioavailability.

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“…The zone of inhibition (ZOI) values across the discs and wells were recorded using a Vernier caliper [ 35 ]. In addition, the IC 50 values and log IC 50 record (concentrations that can eliminate fifty percent of cell viability) for the specific compound were calculated in GraphPad Prism using nonlinear dose-response modeling., following Lavorgna et al [ 36 ].…”

Section: Methodsmentioning

confidence: 99%

Antibacterial Activities and Molecular Docking of Novel Sulfone Biscompound Containing Bioactive 1,2,3-Triazole Moiety

et al. 2021

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In this study, a new synthetic 1,2,3-triazole-containing disulfone compound was derived from dapsone. Its chemical structure was confirmed using microchemical and analytical data, and it was tested for its in vitro antibacterial potential. Six different pathogenic bacteria were selected. MICs values and ATP levels were determined. Further, toxicity performance was measured using MicroTox Analyzer. In addition, a molecular docking study was performed against two vital enzymes: DNA gyrase and Dihydropteroate synthase. The results of antibacterial abilities showed that the studied synthetic compound had a strong bactericidal effect against all tested bacterial strains, as Gram-negative species were more susceptible to the compound than Gram-positive species. Toxicity results showed that the compound is biocompatible and safe without toxic impact. The molecular docking of the compound showed interactions within the pocket of two enzymes, which are able to stabilize the compound and reveal its antimicrobial activity. Hence, from these results, this study recommends that the established compound could be an outstanding candidate for fighting a broad spectrum of pathogenic bacterial strains, and it might therefore be used for biomedical and pharmaceutical applications.

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A New Approach for Improving the Antibacterial and Tumor Cytotoxic Activities of Pipemidic Acid by Including It in Trimethyl-β-cyclodextrin

Cited by 26 publications

References 46 publications

Cytotoxic Activity Evaluation on Breast Cells of Guest-host Complexes Containing Artemisinin

Cytotoxic Activity Evaluation on Breast Cells of Guest-host Complexes Containing Artemisinin

Encapsulation of Risperidone by Methylated β-Cyclodextrins: Physicochemical and Molecular Modeling Studies

Antibacterial Activities and Molecular Docking of Novel Sulfone Biscompound Containing Bioactive 1,2,3-Triazole Moiety

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