Interaction between carboplatin and cucurbit[7]uril studied by means of multinuclear NMR spectroscopy and DFT calculations

Mirzaeva, Irina V.; Мороз, Н. К.; Andrienko, I. V.; Коваленко, Е. А.

doi:10.1016/j.molstruc.2018.02.108

Cited by 7 publications

(4 citation statements)

References 42 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…However, interaction of CB[7] with carboplatin provokes aquation of the latter, and one of the products of this process forms a complex with CB[7]. As we found earlier, CB[7] induces the aquation of carboplatin with the formation of CB[7] inclusion complex with one of the aquation products [ 21 , 22 , 23 ]. This process differs in PBS buffer solution and RPMI-1640 medium, because CB[7] could bind to some components of the media, such as amino acids or proteins.…”

Section: Introductionmentioning

confidence: 82%

“…The complexation of oxaliplatin with CB [7] did not lead to a higher suppression of proliferation (Figure 3). [21]) on the primary cell culture (mononuclear cells of the peripheral blood) and tumor cell lines B16 and K562, as well as in vivo studies of the CB [7]-oxaliplatin complex and the 1:1 CB [7] with carboplatin mixture antitumor activity and acute toxicity.…”

Section: In Vitro Cytotoxicity and Immunomodulating Propertiesmentioning

confidence: 99%

“…In this paper, we report our studies of the cytotoxic and cytostatic effects of the CB[7]oxaliplatin complex and the 1:1 mixture of carboplatin with CB [7] (we selected this ratio because the complex of carboplatin aquation product with CB [7] was formed in a 1:1 ratio [21]) on the primary cell culture (mononuclear cells of the peripheral blood) and tumor cell lines B16 and K562, as well as in vivo studies of the CB [7]-oxaliplatin complex and the 1:1 CB [7] with carboplatin mixture antitumor activity and acute toxicity.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

The Effect of Cucurbit[7]uril on the Antitumor and Immunomodulating Properties of Oxaliplatin and Carboplatin

Pashkina

Aktanova

Mirzaeva

et al. 2021

IJMS

Self Cite

View full text Add to dashboard Cite

Cucurbit[7]uril (CB[7]) is a molecular container that may form host–guest complexes with platinum(II) anticancer drugs and modulate their efficacy and safety. In this paper, we report our studies of the effect of CB[7]–oxaliplatin complex and the mixture of CB[7] and carboplatin (1:1) on viability and proliferation of a primary cell culture (peripheral blood mononuclear cells), two tumor cell lines (B16 and K562) and their activity in the animal model of melanoma. At the same time, we studied the impact of platinum (II) drugs with CB[7] on T cells and B cells in vitro. Although the stable CB[7]–carboplatin complex was not formed, the presence of cucurbit[7]uril affected the biological properties of carboplatin. In vivo, CB[7] increased the antitumor effect of carboplatin, but, at the same time, increased its acute toxicity. Compared to free oxaliplatin, its complex with CB[7] shows a greater cytotoxic effect on tumor cell lines B16 and K562, while in vivo, the effects of the free drug and encapsulated drug were comparable. However, in vivo studies also demonstrated that the encapsulation of oxaliplatin in CB[7] lowered the toxicity of the drug.

show abstract

Section: Introductionmentioning

confidence: 82%

Section: In Vitro Cytotoxicity and Immunomodulating Propertiesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

The Effect of Cucurbit[7]uril on the Antitumor and Immunomodulating Properties of Oxaliplatin and Carboplatin

Pashkina

Aktanova

Mirzaeva

et al. 2021

IJMS

Self Cite

View full text Add to dashboard Cite

show abstract

“…Also, 1 H-NMR chemical shifts were calculated by using B3PW91/DGDZVP and gas phase in the range of 8-3 ppm, and in the presence of H2O, CH3OH, C2H5OH, DMSO, CH3CN and C3H6O solvents were calculated at the range of 8-2 ppm. Also, 15 N-NMR chemical shifts were calculated using B3PW91/DGDZVP, NH3 B3LYP/6-311+G(2d,p) GIAO reference and gas phase in the area 89.86 ppm, and in the presence of H2O, CH3OH, C2H5OH, DMSO, CH3CN and C3H6O solvents were calculated in the range of 89-90 ppm [29].…”

Section: Pethidine Diclofenacmentioning

confidence: 99%

Spectroscopic Behavior, FMO, NBO Analysis of Pethidine and Diclofenac Drugs by Theoretical Approach

Khajehzadeh

Rahmaniasl

2020

Adv. J. Chem. A

View full text Add to dashboard Cite

In this work, the complete structural, vibrational, electronic, and spectroscopic properties (1 H, 13 C NMR, UV-vis) and, natural bond orbital (NBO), Frontier molecular orbital (FMO) analysis of ethyl,1-methyl-4phenylpiperidine-4-carboxylate (pethidine) and 2-(2-((2,6dichlorophenyl)amino)phenyl)acetic acid (diclofenac) drugs were investigated in the gas and liquid phases by using the density functional theory (DFT/B3PW91) method and DGDZVP level of theory. Moreover, CIS-DGDZVP was used to calculate the energy and wavelength absorption (λmax) of electronic transitions and its nature within the pethidine and diclofenac drugs. Therefore, for further analysis of these drugs, the effects of solvents on UV-vis and NMR spectra were investigated. The results revealed that the polarity of the solvents plays a crucial role in the structure and properties of the pethidine and diclofenac drugs. The 1 H and 13 C NMR spectra, NBO, the amount of global hardness, softness, ionization energy, electron affinity energy, the highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO), Frontier molecular orbitals analysis, hybridization, zero-point energy (ZPE), total energy (ET), Dipole Moment (m), polarizability (α), MEP, bond lengths, bond angles, and electro negativity were calculated in the gas and liquid phases. 3D-plots of the molecular electrostatic potential (MESP) for the studied compounds were investigated and analyzed to assess the distribution of electronic density of orbitals and nucleophilic sites of the selected molecules. The results of the spectra showed that the solvents had greater effects on pethidine. Nevertheless, as for CH3OH solvent, the zero-point energy equals to 0.344085, the total energy equal to 226.673 kcal/mol and dipole moment equal to 2.520 a.u were produced.

show abstract

Quantum chemical investigation on interaction of 5-fluorouracil with cucurbiturils

Sin¹,

Ko²,

Kim³

et al. 2020

Monatsh Chem

View full text Add to dashboard Cite

Interaction between carboplatin and cucurbit[7]uril studied by means of multinuclear NMR spectroscopy and DFT calculations

Cited by 7 publications

References 42 publications

The Effect of Cucurbit[7]uril on the Antitumor and Immunomodulating Properties of Oxaliplatin and Carboplatin

The Effect of Cucurbit[7]uril on the Antitumor and Immunomodulating Properties of Oxaliplatin and Carboplatin

Spectroscopic Behavior, FMO, NBO Analysis of Pethidine and Diclofenac Drugs by Theoretical Approach

Quantum chemical investigation on interaction of 5-fluorouracil with cucurbiturils

Contact Info

Product

Resources

About