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The library was further evaluated for antiproliferative activity. While none of the different synthesized compounds showed significant cytotoxicity against a normal cell line, tumor cell results drew several conclusions, when comparing with our reference, the highly active triazolylpeptidyl penicillin derivative, <jats:bold>TAF7f<\/jats:bold>. Thus, when the 1,2,3\u2010triazole group was exchanged by its \u201cretro\u2010inverse\u201d analogue, no change was noted in the activity of the hybrids; however, better performance was generally obtained if the triazole is replaced by a glycine moiety. Additionally, the absence of hydrogen bond donor groups decreased the compounds activity, which could explain that, in general, this set of derivatives were less active than their peptide\u2010containing analogues. From this study, is indisputable that, regardless of the type of chain (peptide, peptoid or mixture) attached to penicillin, an isobutyl side chain placed in the position closest to penicillin and a benzyl in the next position are determinant for the activity.<\/jats:p>","DOI":"10.1002\/cbdv.202402198","type":"journal-article","created":{"date-parts":[[2024,9,12]],"date-time":"2024-09-12T16:38:51Z","timestamp":1726159131000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Synthetic Strategies Towards the Generation of Penicillin\u2010Containing Hybrids in the Search for Anticancer Activity"],"prefix":"10.1002","volume":"22","author":[{"given":"Nadia L.","family":"Martiren","sequence":"first","affiliation":[{"name":"Instituto de Qu\u00edmica Rosario (CONICET-UNR) Facultad de Ciencias Bioqu\u00edmicas y Farmac\u00e9uticas Universidad Nacional de Rosario  Suipacha 531 S2002LRK Rosario Argentina"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sofia","family":"Bajicoff","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica y Fisicoqu\u00edmica Biol\u00f3gicas (IQUIFIB) Departamento de Qu\u00edmica Biol\u00f3gica Facultad de Farmacia y Bioqu\u00edmica Universidad de Buenos Aires  Jun\u00edn 956 C1113AA Buenos Aires Argentina"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yanina","family":"Bellizzi","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica y Fisicoqu\u00edmica Biol\u00f3gicas (IQUIFIB) Departamento de Qu\u00edmica Biol\u00f3gica Facultad de Farmacia y Bioqu\u00edmica Universidad de Buenos Aires  Jun\u00edn 956 C1113AA Buenos Aires Argentina"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1103-3778","authenticated-orcid":false,"given":"Viviana C.","family":"Blank","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica y Fisicoqu\u00edmica Biol\u00f3gicas (IQUIFIB) Departamento de Qu\u00edmica Biol\u00f3gica Facultad de Farmacia y Bioqu\u00edmica Universidad de Buenos Aires  Jun\u00edn 956 C1113AA Buenos Aires Argentina"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0293-0477","authenticated-orcid":false,"given":"Leonor P.","family":"Roguin","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica y Fisicoqu\u00edmica Biol\u00f3gicas (IQUIFIB) Departamento de Qu\u00edmica Biol\u00f3gica Facultad de Farmacia y Bioqu\u00edmica Universidad de Buenos Aires  Jun\u00edn 956 C1113AA Buenos Aires Argentina"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1075-0203","authenticated-orcid":false,"given":"Patricia G.","family":"Cornier","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica Rosario (CONICET-UNR) Facultad de Ciencias Bioqu\u00edmicas y Farmac\u00e9uticas Universidad Nacional de Rosario  Suipacha 531 S2002LRK Rosario Argentina"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5930-3327","authenticated-orcid":false,"given":"Ernesto G.","family":"Mata","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica Rosario (CONICET-UNR) Facultad de Ciencias Bioqu\u00edmicas y Farmac\u00e9uticas Universidad Nacional de Rosario  Suipacha 531 S2002LRK Rosario Argentina"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2599-1790","authenticated-orcid":false,"given":"Carina M. 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