Platinum-based anticancer drugs are actively developed utilizing lipophilic ligands or drug carriers for the efficient penetration of biomembranes, reduction of side effects, and tumor targeting. We report the development of a supramolecular host-guest system built on cationic platinum(II) compounds bearing ligands anchored in the cavity of the macrocyclic host. The host-guest binding and hydrolysis process on the platinum core were investigated in detail by using NMR, MS, X-ray diffraction, and relativistic DFT calculations. The encapsulation process in cucurbit[7]uril unequivocally promotes the stability of hydrolyzed dicationic cis-[PtII(NH3)2(H2O)(NH2-R)]2+ compared to its trans isomer. Biological screening on the ovarian cancer lines A2780 and A2780/CP shows time-dependent toxicity. Notably, the reported complex and its β-cyclodextrin (β-CD) assembly achieve the same cellular uptake as cisplatin and cisplatin@β-CD, respectively, while maintaining a significantly lower toxicity profile.

CEITEC Central European Institute of Technology Masaryk University Kamenice 5 CZ 62500 Brno Czechia

Department of Chemistry Faculty of Science Masaryk University Kamenice 5 CZ 62500 Brno Czechia

Department of Pathological Physiology Faculty of Medicine Masaryk University Kamenice 5 CZ 62500 Brno Czechia

Department of Physiology Faculty of Medicine Masaryk University Kamenice 5 CZ 62500 Brno Czechia

Hylleraas Centre for Quantum Molecular Sciences Department of Chemistry UiT The Arctic University of Norway 9037 Tromsø Norway

Hylleraas Centre for Quantum Molecular Sciences Department of Chemistry University of Oslo P O Box 1033 Blindern 0315 Oslo Norway

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