Revealing the Effect of Host-Guest Complementarity in Supramolecular Monofunctional Platinum(II) Drugs
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14740%2F24%3A00137398" target="_blank" >RIV/00216224:14740/24:00137398 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1039/D4QI02012J" target="_blank" >http://dx.doi.org/10.1039/D4QI02012J</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/D4QI02012J" target="_blank" >10.1039/D4QI02012J</a>
Alternative languages
Result language
angličtina
Original language name
Revealing the Effect of Host-Guest Complementarity in Supramolecular Monofunctional Platinum(II) Drugs
Original language description
Monofunctional platinum(II) compounds bearing planar aromatic ligands can be significantly more potent for the treatment of tumors than the traditional bifunctional platinum(II) systems derived from cisplatin. Their properties can be modulated by using a drug carrier, for example, by trapping them into a macrocyclic cavitand and releasing the metallodrug in a controlled manner. In this work, we introduce new monofunctional platinum(II) compounds with the general structure cis-[PtII(NH3)2Cl(4-R-py)]+NO3- as direct analogs of pyriplatin, cis-[PtII(NH3)2Cl(py)]+. We investigated their chemical activation by aquation in host-guest (HG) complexes with the cucurbit[7]uril (CB7) macrocycle. We used a range of NMR techniques to characterize the HG complexation in detail, and the effects of the ligand on the structure and aquation of chloride at the platinum center in the HG complexes were rationalized with the support of molecular dynamics (MD) simulations and density-functional theory (DFT) calculations. Biological screening of the cytotoxicity and the drug uptake by cell lines A2780 and A2780/CP showed that the cytotoxicity of the Pt-compound with 4-phenylpyridine and 4-pentafluorophenylpyridine ligand was comparable to that of cisplatin and that the cytotoxicity and drug uptake of the Pt-compound with a 4-(1-adamantyl)pyridine ligand was greatly modulated by the CB7 carrier. Our observations indicate great potential for HG complexes in the future supramolecular design and structural tailoring of biological activity.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10400 - Chemical sciences
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2024
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Inorganic Chemistry Frontiers
ISSN
2052-1553
e-ISSN
2052-1553
Volume of the periodical
11
Issue of the periodical within the volume
23
Country of publishing house
GB - UNITED KINGDOM
Number of pages
16
Pages from-to
8510-8525
UT code for WoS article
001344416300001
EID of the result in the Scopus database
2-s2.0-85208687206