PMID- 35088367 OWN - NLM STAT- MEDLINE DCOM- 20220328 LR - 20220401 IS - 1474-9092 (Electronic) IS - 1474-905X (Linking) VI - 21 IP - 3 DP - 2022 Mar TI - Supramolecular co-encapsulation of a photosensitizer and chemotherapeutic drug in cucurbit[8]uril for potential chemophototherapy. PG - 349-359 LID - 10.1007/s43630-022-00174-7 [doi] AB - Supramolecular strategies as well as combinatorial approaches have been proposed to improve cancer therapeutics. In this work, we investigated the encapsulation of the photosensitizer acridine orange (AO) and the chemotherapeutic drug oxaliplatin (OxPt) in cucurbit[8]uril (CB[8]), and tested their effect both separate and combined on tumoral cells cultivated in vitro. Binding constants and enthalpies of reaction for the AO@CB[8], (AO)(2)@CB[8] and OxPt@CB[8] complexes were determined by isothermal titration calorimetry. In the case of AO, a negative cooperativity for the binding of the second AO molecule was found, in agreement with previous fluorescence titration data. We show herein that the AO@CB[8] complex was effectively incorporated within the cells and showed important phototoxicity, while the OxPt@CB[8] complex was cytotoxic only at long incubation times (24 h). Pre-treatment of the cells with the OxPt@CB[8] complex for 24 h inhibited any photodynamic action by the later treatment with the AO@CB[8] complex. However, when both complexes were co-incubated for 90 min, the combined cytotoxicity/phototoxicity was superior to any of the treatments individually. A cooperative effect was identified that added up to an extra 30% cytotoxicity/phototoxicity. The results point to an interesting system where a photosensitizer and chemotherapeutic drug are co-encapsulated in a macrocycle to develop chemophototherapy applications. CI - (c) 2022. The Author(s), under exclusive licence to European Photochemistry Association, European Society for Photobiology. FAU - Solis-Egana, Fresia AU - Solis-Egana F AD - Laboratorio de Quimica Supramolecular y Fotobiologia, Departamento de Quimica Fisica, Escuela de Quimica, Facultad de Quimica y de Farmacia, Pontificia Universidad Catolica de Chile, Vicuna Mackenna 4860, Macul, Santiago, Chile. FAU - Lavin-Urqueta, Nicole AU - Lavin-Urqueta N AD - Laboratorio de Quimica Supramolecular y Fotobiologia, Departamento de Quimica Fisica, Escuela de Quimica, Facultad de Quimica y de Farmacia, Pontificia Universidad Catolica de Chile, Vicuna Mackenna 4860, Macul, Santiago, Chile. FAU - Guerra Diaz, Daniel AU - Guerra Diaz D AD - Laboratorio de Quimica Supramolecular y Fotobiologia, Departamento de Quimica Fisica, Escuela de Quimica, Facultad de Quimica y de Farmacia, Pontificia Universidad Catolica de Chile, Vicuna Mackenna 4860, Macul, Santiago, Chile. FAU - Marino-Ocampo, Nory AU - Marino-Ocampo N AD - Laboratorio de Quimica Supramolecular y Fotobiologia, Departamento de Quimica Fisica, Escuela de Quimica, Facultad de Quimica y de Farmacia, Pontificia Universidad Catolica de Chile, Vicuna Mackenna 4860, Macul, Santiago, Chile. FAU - Faundez, Mario A AU - Faundez MA AD - Escuela de Farmacia, Facultad de Quimica y de Farmacia, Pontificia Universidad Catolica de Chile, Vicuna Mackenna 4860, Macul, Santiago, Chile. FAU - Fuentealba, Denis AU - Fuentealba D AUID- ORCID: 0000-0003-4798-7204 AD - Laboratorio de Quimica Supramolecular y Fotobiologia, Departamento de Quimica Fisica, Escuela de Quimica, Facultad de Quimica y de Farmacia, Pontificia Universidad Catolica de Chile, Vicuna Mackenna 4860, Macul, Santiago, Chile. dlfuente@uc.cl. LA - eng GR - 1210583/FONDECYT/ GR - EQM160042/FONDEQUIP/ GR - EQM170120/FONDEQUIP/ GR - PUENTE UC 014/2020/VRI/ PT - Journal Article DEP - 20220127 PL - England TA - Photochem Photobiol Sci JT - Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology JID - 101124451 RN - 0 (Antineoplastic Agents) RN - 0 (Bridged-Ring Compounds) RN - 0 (Heterocyclic Compounds, 2-Ring) RN - 0 (Imidazoles) RN - 0 (Imidazolidines) RN - 0 (Macrocyclic Compounds) RN - 0 (Photosensitizing Agents) RN - 0 (cucurbit(8)uril) SB - IM MH - *Antineoplastic Agents/chemistry/pharmacology MH - Bridged-Ring Compounds/chemistry/pharmacology MH - Heterocyclic Compounds, 2-Ring MH - Imidazoles/chemistry/pharmacology MH - Imidazolidines MH - Macrocyclic Compounds MH - *Photosensitizing Agents/chemistry/pharmacology OTO - NOTNLM OT - Acridine orange OT - Chemophototherapy OT - Cucurbit[8]uril OT - Oxaliplatin OT - Supramolecular EDAT- 2022/01/29 06:00 MHDA- 2022/03/29 06:00 CRDT- 2022/01/28 05:57 PHST- 2021/11/16 00:00 [received] PHST- 2022/01/14 00:00 [accepted] PHST- 2022/01/29 06:00 [pubmed] PHST- 2022/03/29 06:00 [medline] PHST- 2022/01/28 05:57 [entrez] AID - 10.1007/s43630-022-00174-7 [pii] AID - 10.1007/s43630-022-00174-7 [doi] PST - ppublish SO - Photochem Photobiol Sci. 2022 Mar;21(3):349-359. doi: 10.1007/s43630-022-00174-7. Epub 2022 Jan 27.