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

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Interaction between carboplatin and cucurbit[7]uril studied by means of multinuclear NMR spectroscopy and DFT calculations. / Mirzaeva, I. V.; Moroz, N. K.; Andrienko, I. V. et al.

In: Journal of Molecular Structure, Vol. 1163, 05.07.2018, p. 68-76.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{d8484d1631ba4c4cb8f5e4b93e62c2bc,

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

abstract = "Encapsulation of platinum-based antitumor drugs into host molecules is a rapidly growing field, as it provides the potential to reduce the toxicity and overcome tumor resistance issues, with cucurbit[n]uril family being a very promising class of potential hosts. Although, previously it was reported that carboplatin, a second generation platinum-based antitumor drug, did not interact with cucurbit[7]uril, in this work, we have observed such an interaction by means of multinuclear NMR spectroscopy. Apparently, upon the interaction with cucurbit[7]uril in aqueous solution, carboplatin decomposes into 1,1-cyclobutane dicarboxylic acid and some cis-PtL2(NH3)2 (L = H2O or OH−) which forms a relatively stable inclusion complex with cucurbit[7]uril. DFT calculations of the geometry of hypothetical complexes and NMR shielding of 1H, 13C, and 195Pt nuclei help with interpretation of the experimental NMR results.",

keywords = "Pt NMR, DFT calculations, Drug encapsulation, Drug stability, Multinuclear NMR, MOLECULAR CALCULATIONS, EFFECTIVE CORE POTENTIALS, COMPLEXES, ENCAPSULATION, HOST, Pt-195 NMR, COUPLING-CONSTANTS, PLATINUM DRUGS, AMINO-ACIDS, CUCURBITURILS, BINDING",

author = "Mirzaeva, {I. V.} and Moroz, {N. K.} and Andrienko, {I. V.} and Kovalenko, {E. A.}",

note = "Publisher Copyright: {\textcopyright} 2018 Elsevier B.V.",

year = "2018",

month = jul,

day = "5",

doi = "10.1016/j.molstruc.2018.02.108",

language = "English",

volume = "1163",

pages = "68--76",

journal = "Journal of Molecular Structure",

issn = "0022-2860",

publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Interaction between carboplatin and cucurbit[7]uril studied by means of multinuclear NMR spectroscopy and DFT calculations

AU - Mirzaeva, I. V.

AU - Moroz, N. K.

AU - Andrienko, I. V.

AU - Kovalenko, E. A.

PY - 2018/7/5

Y1 - 2018/7/5

N2 - Encapsulation of platinum-based antitumor drugs into host molecules is a rapidly growing field, as it provides the potential to reduce the toxicity and overcome tumor resistance issues, with cucurbit[n]uril family being a very promising class of potential hosts. Although, previously it was reported that carboplatin, a second generation platinum-based antitumor drug, did not interact with cucurbit[7]uril, in this work, we have observed such an interaction by means of multinuclear NMR spectroscopy. Apparently, upon the interaction with cucurbit[7]uril in aqueous solution, carboplatin decomposes into 1,1-cyclobutane dicarboxylic acid and some cis-PtL2(NH3)2 (L = H2O or OH−) which forms a relatively stable inclusion complex with cucurbit[7]uril. DFT calculations of the geometry of hypothetical complexes and NMR shielding of 1H, 13C, and 195Pt nuclei help with interpretation of the experimental NMR results.

AB - Encapsulation of platinum-based antitumor drugs into host molecules is a rapidly growing field, as it provides the potential to reduce the toxicity and overcome tumor resistance issues, with cucurbit[n]uril family being a very promising class of potential hosts. Although, previously it was reported that carboplatin, a second generation platinum-based antitumor drug, did not interact with cucurbit[7]uril, in this work, we have observed such an interaction by means of multinuclear NMR spectroscopy. Apparently, upon the interaction with cucurbit[7]uril in aqueous solution, carboplatin decomposes into 1,1-cyclobutane dicarboxylic acid and some cis-PtL2(NH3)2 (L = H2O or OH−) which forms a relatively stable inclusion complex with cucurbit[7]uril. DFT calculations of the geometry of hypothetical complexes and NMR shielding of 1H, 13C, and 195Pt nuclei help with interpretation of the experimental NMR results.

KW - Pt NMR

KW - DFT calculations

KW - Drug encapsulation

KW - Drug stability

KW - Multinuclear NMR

KW - MOLECULAR CALCULATIONS

KW - EFFECTIVE CORE POTENTIALS

KW - COMPLEXES

KW - ENCAPSULATION

KW - HOST

KW - Pt-195 NMR

KW - COUPLING-CONSTANTS

KW - PLATINUM DRUGS

KW - AMINO-ACIDS

KW - CUCURBITURILS

KW - BINDING

UR - http://www.scopus.com/inward/record.url?scp=85042929284&partnerID=8YFLogxK

U2 - 10.1016/j.molstruc.2018.02.108

DO - 10.1016/j.molstruc.2018.02.108

M3 - Article

AN - SCOPUS:85042929284

VL - 1163

SP - 68

EP - 76

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

ER -

ID: 12232723