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However, reducing medication adverse effects and improving the biological activity remains a significant issue for chemotherapy. We developed a pH and Ca<jats:sup>2+<\/jats:sup>\u2010responsive pillar[5]arene\u2010based supramolecular nanodrug delivery system (NDDS) WP5\u2283EV@DOX to address the aforementioned challenges. The formation of this NDDS began with the spontaneous formation of supramolecular nanodrug carrier WP5\u2283EV in water from PEG\u2010modified pillar[5]arene and the bipyridilium salt derivative EV through simple host\u2010guest interaction. Then the antitumor drug doxorubicin DOX was efficiently loaded with a high encapsulation rate of 84.6\u2009%. Cytotoxicity results indicated that the constructed nanoplatform not only reduced DOX toxicity and side effects on normal cell (293T), but also significantly enhanced the antitumor activity on cancer cell (HepG2). Moreover, in\u2005vivo experiments showed that WP5\u2283EV@DOX had a longer half\u2010life and higher bioavailability in the blood of mice compared to the nake drug DOX, with increases to 212\u2009% and 179\u2009%, respectively. Therefore, WP5\u2283EV@DOX has great potential in tumor therapy and provides a new idea for host\u2010guest drug delivery system.<\/jats:p>","DOI":"10.1002\/chem.202401589","type":"journal-article","created":{"date-parts":[[2024,6,13]],"date-time":"2024-06-13T23:34:07Z","timestamp":1718321647000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Dual pH and Ca<sup>2+<\/sup>\u2010Responsive PEG\u2010Modified Pillar[5]arene\u2010Based Supramolecular Nanodrug Delivery System: Excellent Cargo Encapsulation and Minimal Drug Toxicity"],"prefix":"10.1002","volume":"30","author":[{"given":"Haojie","family":"Shao","sequence":"first","affiliation":[{"name":"Guangxi Colleges and Universities Key Laboratory of Applied Chemistry Technology and Resource Development School of Chemistry and Chemical Engineering Guangxi University  530004 Nanning China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wengui","family":"Duan","sequence":"additional","affiliation":[{"name":"Guangxi Colleges and Universities Key Laboratory of Applied Chemistry Technology and Resource Development School of Chemistry and Chemical Engineering Guangxi University  530004 Nanning China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yan","family":"Huang","sequence":"additional","affiliation":[{"name":"Guangxi Institute of Chinese Traditional Medical &amp; Pharmaceutical Science and Guangxi Key Laboratory of Traditional Chinese Medicine Quality Standards  Nanning China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yanjun","family":"Zhang","sequence":"additional","affiliation":[{"name":"Guangxi Key Laboratory of Green Chemical Materials and Safety Technology Guangxi Engineering Research Center for New Chemical Materials and Safety Technology College of Petroleum and Chemical Engineering Beibu Gulf University  535011 Qinzhou, Guangxi PR China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9710-9624","authenticated-orcid":false,"given":"Luzhi","family":"Liu","sequence":"additional","affiliation":[{"name":"Guangxi Colleges and Universities Key Laboratory of Applied Chemistry Technology and Resource Development School of Chemistry and Chemical Engineering Guangxi University  530004 Nanning China"},{"name":"Guangxi Key Laboratory of Green Chemical Materials and Safety Technology Guangxi Engineering Research Center for New Chemical Materials and Safety Technology College of Petroleum and Chemical Engineering Beibu Gulf University  535011 Qinzhou, Guangxi PR China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,7,30]]},"reference":[{"key":"e_1_2_8_1_1","unstructured":"\u00a0"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.3389\/fimmu.2023.1277243"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/cncr.32063"},{"key":"e_1_2_8_4_2","doi-asserted-by":"publisher","DOI":"10.3322\/caac.21731"},{"key":"e_1_2_8_5_2","doi-asserted-by":"publisher","DOI":"10.1136\/bmjqs-2021-014130"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1002\/smll.202307736"},{"key":"e_1_2_8_7_1","unstructured":"\u00a0"},{"key":"e_1_2_8_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.addr.2023.115136"},{"key":"e_1_2_8_9_2","doi-asserted-by":"publisher","DOI":"10.2147\/IJN.S429565"},{"key":"e_1_2_8_10_1","unstructured":"\u00a0"},{"key":"e_1_2_8_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ijbiomac.2023.127564"},{"key":"e_1_2_8_12_2","doi-asserted-by":"publisher","DOI":"10.3390\/ijms222313051"},{"key":"e_1_2_8_13_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00384-021-03936-4"},{"key":"e_1_2_8_14_1","unstructured":"\u00a0"},{"key":"e_1_2_8_15_2","first-page":"24636","volume":"145","author":"Borchers T. 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