{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T03:48:37Z","timestamp":1760240917097,"version":"build-2065373602"},"reference-count":27,"publisher":"MDPI AG","issue":"19","license":[{"start":{"date-parts":[[2019,10,1]],"date-time":"2019-10-01T00:00:00Z","timestamp":1569888000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003141","name":"Consejo Nacional de Ciencia y Tecnolog\u00eda","doi-asserted-by":"publisher","award":["RTQS 294810; INFR-2014-01-225455 and CB-I0017-236216"],"award-info":[{"award-number":["RTQS 294810; INFR-2014-01-225455 and CB-I0017-236216"]}],"id":[{"id":"10.13039\/501100003141","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The Cu2+, Mn2+, and Fe3+ complexes of a 14 membered macrocycle were synthesized and their antioxidant capacities were evaluated against ABTS and DPPH radicals, with the objective of collecting insights into the biomimetic role of the central metal ions. The macrocycle, abbreviated as H2L14, is a derivative of EDTA cyclized with 1,4-diamine, and the moderately flexible macrocyclic frame permits the formation of [ML14\u00b7H2O] chelates with octahedral coordination geometries common among the metal ions. The metal complexes were characterized by electrospray-ionization mass spectrometry, Fourier transform infrared spectroscopy, and Raman and X-ray photoelectron spectroscopic methods, as well as thermogravimetric analysis; the octahedral coordination geometries with water coordination were optimized by DFT calculations. The antioxidant assays showed that [FeL14\u00b7H2O]+ was able to scavenge synthetic radicals with moderate capacity, whereas the other metal chelates did not show significant activity. The Raman spectrum of DPPH in solution suggests that interaction was operative between the Fe3+ chelate and the radical so as to cause scavenging capability. The nature of the central metal ions is a controlling factor for antioxidant capacity, as every metal chelate carries the same coordination geometry.<\/jats:p>","DOI":"10.3390\/molecules24193556","type":"journal-article","created":{"date-parts":[[2019,10,1]],"date-time":"2019-10-01T11:11:16Z","timestamp":1569928276000},"page":"3556","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Syntheses, Characterization, and Antioxidant Evaluation of Cu2+, Mn2+, and Fe3+ Complexes with a 14 Membered EDTA-Derived Macrocycle"],"prefix":"10.3390","volume":"24","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5189-3473","authenticated-orcid":false,"given":"Yedith","family":"Soberanes","sequence":"first","affiliation":[{"name":"Departamento de Investigaci\u00f3n en Pol\u00edmeros y Materiales, Universidad de Sonora, Hermosillo Sonora 83000, Mexico"},{"name":"Laboratorio de Estructura Biomolecular, Centro de Investigaci\u00f3n en Alimentaci\u00f3n y Desarrollo A.C., Hermosillo, Sonora 83304, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rosa Elena","family":"Navarro","sequence":"additional","affiliation":[{"name":"Departamento de Investigaci\u00f3n en Pol\u00edmeros y Materiales, Universidad de Sonora, Hermosillo Sonora 83000, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Motomichi","family":"Inoue","sequence":"additional","affiliation":[{"name":"Departamento de Investigaci\u00f3n en Pol\u00edmeros y Materiales, Universidad de Sonora, Hermosillo Sonora 83000, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6023-0180","authenticated-orcid":false,"given":"Enrique F.","family":"Vel\u00e1zquez-Contreras","sequence":"additional","affiliation":[{"name":"Departamento de Investigaci\u00f3n en Pol\u00edmeros y Materiales, Universidad de Sonora, Hermosillo Sonora 83000, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Melissa","family":"Beltran Torres","sequence":"additional","affiliation":[{"name":"Departamento de Investigaci\u00f3n en Pol\u00edmeros y Materiales, Universidad de Sonora, Hermosillo Sonora 83000, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Gustavo","family":"Lugo","sequence":"additional","affiliation":[{"name":"Departamento de Ingenier\u00eda Qu\u00edmica, Universidad de Sonora, Hermosillo, Sonora 83000 Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5543-6889","authenticated-orcid":false,"given":"Rogerio R.","family":"Sotelo-Mundo","sequence":"additional","affiliation":[{"name":"Laboratorio de Estructura Biomolecular, Centro de Investigaci\u00f3n en Alimentaci\u00f3n y Desarrollo A.C., Hermosillo, Sonora 83304, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6285-1327","authenticated-orcid":false,"given":"Alex J.","family":"Salazar-Medina","sequence":"additional","affiliation":[{"name":"C\u00e1tedras CONACYT-Departamento de Investigaci\u00f3n en Pol\u00edmeros y Materiales, Universidad de Sonora, Hermosillo, Sonora 83000, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2019,10,1]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1179","DOI":"10.1016\/S0140-6736(00)02075-4","article-title":"The antioxidant paradox","volume":"355","author":"Halliwell","year":"2000","journal-title":"The Lancet"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"52210","DOI":"10.1039\/C7RA10370K","article-title":"Mimicking horseradish peroxidase and oxidase using ruthenium nanomaterials","volume":"7","author":"Cao","year":"2017","journal-title":"RSC Adv."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"143","DOI":"10.1016\/j.drudis.2015.10.001","article-title":"Expanding roles of superoxide dismutases in cell regulation and cancer","volume":"21","author":"Che","year":"2016","journal-title":"Drug Discov. 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