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These were achieved by a condensation reaction of <jats:italic>p<\/jats:italic>\u2010substituted benzenesulfonamoyl alkanamides with 2\u2010amino\u20104\u2010methyl\u2010<jats:italic>N<\/jats:italic>\u2010substituted phenyl butanamide using classical peptide\u2010coupling reagents. The compounds were characterized using Fourier transform infrared, <jats:sup>1<\/jats:sup>H\u2010nuclear magnetic resonance (NMR), <jats:sup>13<\/jats:sup>C\u2010NMR, and electrospray ionization\u2013high\u2010resolution mass spectrometry spectroscopic techniques. As predicted from in silico studies, the Val\u2013Val dipeptide\u2013benzenesulfonamide conjugates exhibited antimalarial and antioxidant properties that were analogous to the standard drug. The synthesized compounds were evaluated for in vivo antimalarial activity against <jats:italic>Plasmodium berghei<\/jats:italic>. The hematological analysis was also conducted on the synthesized compounds. At 50\u2009mg\/kg body weight, compounds <jats:bold>8a<\/jats:bold>, <jats:bold>8d<\/jats:bold>, and <jats:bold>8g\u2013i<\/jats:bold> inhibited the multiplication of the parasite by 48\u201354% on Day 7 of posttreatment exposure, compared with the 67% reduction with artemisinin. All the synthesized dipeptides had a good antioxidant property, but it was less when compared with vitamin C. The dipeptides reported herein showed the ability to reduce oxidative stress arising from the malaria parasite.<\/jats:p>","DOI":"10.1002\/ardp.202000074","type":"journal-article","created":{"date-parts":[[2020,5,11]],"date-time":"2020-05-11T08:42:34Z","timestamp":1589186554000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":17,"title":["Synthesis and biological evaluation of Val\u2013Val dipeptide\u2013sulfonamide conjugates"],"prefix":"10.1002","volume":"353","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6607-6954","authenticated-orcid":false,"given":"James A.","family":"Ezugwu","sequence":"first","affiliation":[{"name":"Department of Pure and Industrial Chemistry University of Nigeria  Nsukka Enugu State Nigeria"},{"name":"Department of Organic Synthesis and Process Chemistry Division CSIR\u2010India Institute of Chemical Technology  Hyderabad Telangana India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4116-7144","authenticated-orcid":false,"given":"Uchechukwu C.","family":"Okoro","sequence":"additional","affiliation":[{"name":"Department of Pure and Industrial Chemistry University of Nigeria  Nsukka Enugu State Nigeria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2773-8470","authenticated-orcid":false,"given":"Mercy A.","family":"Ezeokonkwo","sequence":"additional","affiliation":[{"name":"Department of Pure and Industrial Chemistry University of Nigeria  Nsukka Enugu State Nigeria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6905-809X","authenticated-orcid":false,"given":"Chinaraju","family":"Bhimapaka","sequence":"additional","affiliation":[{"name":"Department of Organic Synthesis and Process Chemistry Division CSIR\u2010India Institute of Chemical Technology  Hyderabad Telangana India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sunday N.","family":"Okafor","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical and Medicinal Chemistry University of Nigeria  Nsukka Enugu State Nigeria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2370-6191","authenticated-orcid":false,"given":"David I.","family":"Ugwu","sequence":"additional","affiliation":[{"name":"Department of Pure and Industrial Chemistry University of Nigeria  Nsukka Enugu State Nigeria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4115-1019","authenticated-orcid":false,"given":"Daniel I.","family":"Ugwuja","sequence":"additional","affiliation":[{"name":"Department of Chemical Sciences Federal University  Wukari Taraba State Nigeria"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,5,11]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tube.2014.03.011"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.3389\/fneur.2014.00063"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0087648"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bbrc.2003.11.023"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1515\/zna-2016-0044"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1517\/13543776.10.11.1725"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/med.10025"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1517\/13543776.12.2.217"},{"key":"e_1_2_7_10_1","doi-asserted-by":"crossref","unstructured":"C. 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