{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T04:47:39Z","timestamp":1787028459991,"version":"build-2736575974"},"reference-count":59,"publisher":"MDPI AG","issue":"20","license":[{"start":{"date-parts":[[2021,10,19]],"date-time":"2021-10-19T00:00:00Z","timestamp":1634601600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"National Research, Development and Innovation Office-NKFIA","award":["FK124240, K124544, GINOP-2.3.2-15-2016-00038"],"award-info":[{"award-number":["FK124240, K124544, GINOP-2.3.2-15-2016-00038"]}]},{"name":"Ministry of Human Capacities, Hungary","award":["TKP-2020"],"award-info":[{"award-number":["TKP-2020"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["IJMS"],"abstract":"<jats:p>Solution chemical properties of two novel 8-hydroxyquinoline-D-proline and homo-proline hybrids were investigated along with their complex formation with [Rh(\u03b75-C5Me5)(H2O)3]2+ and [Ru(\u03b76-p-cymene)(H2O)3]2+ ions by pH-potentiometry, UV-visible spectrophotometry and 1H NMR spectroscopy. Due to the zwitterionic structure of the ligands, they possess excellent water solubility as well as their complexes. The complexes exhibit high solution stability in a wide pH range; no significant dissociation occurs at physiological pH. The hybrids and their Rh(\u03b75-C5Me5) complexes displayed enhanced cytotoxicity in human colon adenocarcinoma cell lines and exhibited multidrug resistance selectivity. In addition, the Rh(\u03b75-C5Me5) complexes showed increased selectivity to the chemosensitive cancer cells over the normal cells; meanwhile, the Ru(\u03b76-p-cymene) complexes were inactive, most likely due to arene loss. Interaction of the complexes with human serum albumin (HSA) and calf-thymus DNA (ct-DNA) was investigated by capillary electrophoresis, fluorometry and circular dichroism. The complexes are able to bind strongly to HSA and ct-DNA, but DNA cleavage was not observed. Changing the five-membered proline ring to the six-membered homoproline resulted in increased lipophilicity and cytotoxicity of the Rh(\u03b75-C5Me5) complexes while changing the configuration (L vs. D) rather has an impact on HSA or ct-DNA binding.<\/jats:p>","DOI":"10.3390\/ijms222011281","type":"journal-article","created":{"date-parts":[[2021,10,20]],"date-time":"2021-10-20T03:01:13Z","timestamp":1634698873000},"page":"11281","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":26,"title":["8-Hydroxyquinoline-Amino Acid Hybrids and Their Half-Sandwich Rh and Ru Complexes: Synthesis, Anticancer Activities, Solution Chemistry and Interaction with Biomolecules"],"prefix":"10.3390","volume":"22","author":[{"given":"Tam\u00e1s","family":"Pivarcsik","sequence":"first","affiliation":[{"name":"MTA-SZTE Lend\u00fclet Functional Metal Complexes Research Group, University of Szeged, D\u00f3m T\u00e9r 7, H-6720 Szeged, Hungary"},{"name":"Department of Inorganic and Analytical Chemistry, Interdisciplinary Excellence Centre, University of Szeged, D\u00f3m T\u00e9r 7, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Orsolya","family":"D\u00f6m\u00f6t\u00f6r","sequence":"additional","affiliation":[{"name":"MTA-SZTE Lend\u00fclet Functional Metal Complexes Research Group, University of Szeged, D\u00f3m T\u00e9r 7, H-6720 Szeged, Hungary"},{"name":"Department of Inorganic and Analytical Chemistry, Interdisciplinary Excellence Centre, University of Szeged, D\u00f3m T\u00e9r 7, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"J\u00e1nos P.","family":"M\u00e9sz\u00e1ros","sequence":"additional","affiliation":[{"name":"MTA-SZTE Lend\u00fclet Functional Metal Complexes Research Group, University of Szeged, D\u00f3m T\u00e9r 7, H-6720 Szeged, Hungary"},{"name":"Department of Inorganic and Analytical Chemistry, Interdisciplinary Excellence Centre, University of Szeged, D\u00f3m T\u00e9r 7, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4770-4681","authenticated-orcid":false,"given":"N\u00f3ra V.","family":"May","sequence":"additional","affiliation":[{"name":"Centre for Structural Science, Research Centre for Natural Sciences, Magyar Tud\u00f3sok K\u00f6r\u00fatja 2, H-1117 Budapest, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8085-0950","authenticated-orcid":false,"given":"Gabriella","family":"Spengler","sequence":"additional","affiliation":[{"name":"MTA-SZTE Lend\u00fclet Functional Metal Complexes Research Group, University of Szeged, D\u00f3m T\u00e9r 7, H-6720 Szeged, Hungary"},{"name":"Department of Medical Microbiology, Albert Szent-Gy\u00f6rgyi Health Center and Albert Szent-Gy\u00f6rgyi Medical School, University of Szeged, Semmelweis U. 6, H-6725 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Oszk\u00e1r","family":"Csuvik","sequence":"additional","affiliation":[{"name":"Institute of Pharmaceutical Chemistry and Stereochemistry Research Group of Hungarian Academy of Sciences, University of Szeged, E\u00f6tv\u00f6s U. 6, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8571-5229","authenticated-orcid":false,"given":"Istv\u00e1n","family":"Szatm\u00e1ri","sequence":"additional","affiliation":[{"name":"Institute of Pharmaceutical Chemistry and Stereochemistry Research Group of Hungarian Academy of Sciences, University of Szeged, E\u00f6tv\u00f6s U. 6, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8058-8128","authenticated-orcid":false,"given":"\u00c9va A.","family":"Enyedy","sequence":"additional","affiliation":[{"name":"MTA-SZTE Lend\u00fclet Functional Metal Complexes Research Group, University of Szeged, D\u00f3m T\u00e9r 7, H-6720 Szeged, Hungary"},{"name":"Department of Inorganic and Analytical Chemistry, Interdisciplinary Excellence Centre, University of Szeged, D\u00f3m T\u00e9r 7, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2021,10,19]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"213950","DOI":"10.1016\/j.ccr.2021.213950","article-title":"Design concepts of half-sandwich organoruthenium anticancer agents based on bidentate bioactive ligands","volume":"445","author":"Tremlett","year":"2021","journal-title":"Coord. 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