{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,14]],"date-time":"2026-01-14T16:51:01Z","timestamp":1768409461354,"version":"3.49.0"},"reference-count":39,"publisher":"MDPI AG","issue":"4","license":[{"start":{"date-parts":[[2024,2,15]],"date-time":"2024-02-15T00:00:00Z","timestamp":1707955200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Materials"],"abstract":"<jats:p>A series of unsymmetrical phenyl \u03b2-carbonyl selenides with o-amido function substituted on the nitrogen atom with chiral alkyl groups was obtained. The compounds form a series of enantiomeric and diastereomeric pairs and present the first examples of this type of chiral Se derivatives. All obtained selenides were further evaluated as antioxidants and anticancer agents to define the influence of the particular stereochemistry of the attached functional groups on the bioactivity of the molecules. The highest H2O2 reduction potential was observed for N-(cis-2-hydroxy-1-indanyl)-2-((2-oxopropyl)selanyl)benzamide, and the best radical scavenging properties for N-(-1-hydroxy-2-butanyl)-2-((2-oxopropyl)selanyl)benzamide. Also, both enantiomers of the N-(1-hydroxy-2-butanyl) selenide expressed the highest cytotoxic potential towards human promyelocytic leukemia HL-60 cell line with similar IC50 values 14.4 \u00b1 0.5 and 16.2 \u00b1 1.1 \u00b5M, respectively. On the other hand, breast cancer cell line MCF-7 was most sensitive to N-((R)-(-)-1-hydroxy-2-butanyl)- 2-((2-oxopropyl)selanyl)benzamide (IC50 of 35.7 \u00b1 0.6 \u00b5M). The structure\u2013activity dependence of the obtained Se derivatives was discussed, and the most potent compounds were selected.<\/jats:p>","DOI":"10.3390\/ma17040899","type":"journal-article","created":{"date-parts":[[2024,2,15]],"date-time":"2024-02-15T05:55:59Z","timestamp":1707976559000},"page":"899","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Synthesis of New Chiral \u03b2-Carbonyl Selenides with Antioxidant and Anticancer Activity Evaluation\u2014Part I"],"prefix":"10.3390","volume":"17","author":[{"given":"Anna","family":"Laskowska","sequence":"first","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University, 7 Gagarin Street, 87-100 Torun, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7619-9288","authenticated-orcid":false,"given":"Agata J.","family":"Pacu\u0142a-Miszewska","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University, 7 Gagarin Street, 87-100 Torun, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Magdalena","family":"Obieziurska-Fabisiak","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University, 7 Gagarin Street, 87-100 Torun, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5004-0161","authenticated-orcid":false,"given":"Aneta","family":"Jastrz\u0119bska","sequence":"additional","affiliation":[{"name":"Department of Analytical Chemistry and Applied Spectroscopy, Faculty of Chemistry, Nicolaus Copernicus University, 7 Gagarin Street, 87-100 Torun, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Angelika","family":"D\u0142ugosz-Pokorska","sequence":"additional","affiliation":[{"name":"Department of Biomolecular Chemistry, Faculty of Medicine, Medical University of Lodz, Mazowiecka 6\/8, 92-215 Lodz, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3129-4158","authenticated-orcid":false,"given":"Katarzyna","family":"Gach-Janczak","sequence":"additional","affiliation":[{"name":"Department of Biomolecular Chemistry, Faculty of Medicine, Medical University of Lodz, Mazowiecka 6\/8, 92-215 Lodz, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3868-2022","authenticated-orcid":false,"given":"Jacek","family":"\u015acianowski","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University, 7 Gagarin Street, 87-100 Torun, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2024,2,15]]},"reference":[{"key":"ref_1","first-page":"4644","article-title":"Stereochemistry and its role in drug design","volume":"5","author":"Singh","year":"2014","journal-title":"IJPSR"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"85","DOI":"10.59566\/IJBS.2006.2085","article-title":"Chiral Drugs: An Overview","volume":"2","author":"Nguyen","year":"2006","journal-title":"Int. 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