PMID- 31941282 OWN - NLM STAT- MEDLINE DCOM- 20210412 LR - 20210412 IS - 1520-5827 (Electronic) IS - 0743-7463 (Linking) VI - 36 IP - 5 DP - 2020 Feb 11 TI - Host-Guest Interactions between Oxaliplatin and Cucurbit[7]uril/Cucurbit[7]uril Derivatives under Pseudo-Physiological Conditions. PG - 1235-1240 LID - 10.1021/acs.langmuir.9b03325 [doi] AB - Compared with conventional drug delivery systems (DDSs), DDSs based on host-guest interactions possess unique advantages, such as high selectivity, tunable binding ability, and controllable release of drugs. It is important to study the host-guest interactions between the carrier and drug under physiological conditions for constructing DDSs. In this work, we have studied the host-guest interaction between cucurbit[7]uril (CB[7]) and oxaliplatin (OxPt), a clinical antitumor drug, in the cell culture medium. The results show that amino acids such as phenylalanine in the 1640 culture medium can partially occupy the cavity of CB[7], which leads to the decrease of enthalpy changes of the host-guest interaction between OxPt and CB[7]. In addition, inorganic salts such as NaCl in the medium reduce the enthalpy change and increase the entropy change of the binding because of the preorganization of the portal of CB[7] and sodium cation. As a result, the binding constant of CB[7] with OxPt in the 1640 culture medium is 1/20 of that in pure water. When CB[7] is modified at the terminal of star-type PEG to construct the star-PEGylated CB[7], it is shown that the molecular weight and topological structure of the PEG polymer backbone exhibit little effect on the host-guest interactions between CB[7] and OxPt. This study enriches the host-guest chemistry of cucurbiturils and may provide guidance for constructing novel DDSs based on host-guest interactions with high loading and releasing efficiency. FAU - Wu, Han AU - Wu H AD - Key Lab of Organic Optoelectronics & Molecular Engineering, Department of Chemistry , Tsinghua University , Beijing 100084 , China. FAU - Chen, Hao AU - Chen H AD - Key Lab of Organic Optoelectronics & Molecular Engineering, Department of Chemistry , Tsinghua University , Beijing 100084 , China. FAU - Tang, Bohan AU - Tang B AD - Key Lab of Organic Optoelectronics & Molecular Engineering, Department of Chemistry , Tsinghua University , Beijing 100084 , China. FAU - Kang, Yuetong AU - Kang Y AD - Key Lab of Organic Optoelectronics & Molecular Engineering, Department of Chemistry , Tsinghua University , Beijing 100084 , China. FAU - Xu, Jiang-Fei AU - Xu JF AUID- ORCID: 0000-0001-8181-6113 AD - Key Lab of Organic Optoelectronics & Molecular Engineering, Department of Chemistry , Tsinghua University , Beijing 100084 , China. FAU - Zhang, Xi AU - Zhang X AD - Key Lab of Organic Optoelectronics & Molecular Engineering, Department of Chemistry , Tsinghua University , Beijing 100084 , China. LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20200127 PL - United States TA - Langmuir JT - Langmuir : the ACS journal of surfaces and colloids JID - 9882736 RN - 0 (Antineoplastic Agents) RN - 0 (Bridged-Ring Compounds) RN - 0 (Drug Carriers) RN - 0 (Imidazoles) RN - 0 (cucurbit(7)uril) RN - 04ZR38536J (Oxaliplatin) RN - 451W47IQ8X (Sodium Chloride) RN - 47E5O17Y3R (Phenylalanine) RN - 94ZLA3W45F (Arginine) SB - IM MH - Antineoplastic Agents/*chemistry MH - Arginine/chemistry MH - Bridged-Ring Compounds/*chemistry MH - Drug Carriers/*chemistry MH - Imidazoles/*chemistry MH - Oxaliplatin/*chemistry MH - Phenylalanine/chemistry MH - Sodium Chloride/chemistry MH - Thermodynamics EDAT- 2020/01/17 06:00 MHDA- 2021/04/13 06:00 CRDT- 2020/01/17 06:00 PHST- 2020/01/17 06:00 [pubmed] PHST- 2021/04/13 06:00 [medline] PHST- 2020/01/17 06:00 [entrez] AID - 10.1021/acs.langmuir.9b03325 [doi] PST - ppublish SO - Langmuir. 2020 Feb 11;36(5):1235-1240. doi: 10.1021/acs.langmuir.9b03325. Epub 2020 Jan 27.