Investigations of antiproliferative and antioxidant activity of ?-lactam morpholino-1,3,5-triazine hybrids

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dc.authorid0000-0002-1141-5151
dc.contributor.authorRanjbari, Somayeh
dc.contributor.authorBehzadib, Maryam
dc.contributor.authorSepehri, Saghi
dc.contributor.authorAseman, Marzieh Dadkhah
dc.contributor.authorJarrahpour, Aliasghar
dc.contributor.authorMohkam, Milad
dc.contributor.authorGhasemi, Younes
dc.contributor.authorAkbarizadeh, Amin Reza
dc.contributor.authorKianpour, Sedigheh
dc.contributor.authorAtioğlu, Zeliha
dc.contributor.authorÖzdemir, Namık
dc.contributor.authorAkkurt, Mehmet
dc.contributor.authorNabavizadeh,S. Masoud
dc.contributor.authorTuros, Edward
dc.date.accessioned2020-06-27T10:17:32Z
dc.date.available2020-06-27T10:17:32Z
dc.date.issued2020en_US
dc.departmentKapadokya Üniversitesi, Uygulamalı Bilimler Yüksekokulu, Havacılık Elektrik ve Elektroniği Bölümü
dc.descriptionTARAMAPUBMED
dc.descriptionTARAMASCOPUS
dc.descriptionTARAMAWOS
dc.description.abstractThis article reports for the first time the synthesis of some novel ?-lactam morpholino-1,3,5-triazine hybrids by a [2+2]-cycloaddition reaction of imines 7a–c, 9a–c and 11 with ketenes derived from substituted acetic acids. The reaction was totally diastereoselective, leading exclusively to the formation of cis-?-lactams 8a–l, 10a–f and 12a–c. The synthesized compounds were tested for activity towards SW1116, MCF-7 and HepG2 cancer cell lines and non-cancerous HEK-293 cell line by MTT assay. None of the compounds exert an observable effect on HepG2, MCF-7 and HEK-293 cells, but compounds 7b, 8f, 8g, 8l, 10c, and 10e exhibited excellent growth inhibitory activity (IC50 < 5 ?M) against SW 1116 cells, comparable to that of doxorubicin (IC50 =6.9 ?M). An evaluation of the antioxidant potential of each of the compounds, performed by diphenylpicrylhydrazyl (DPPH) assay, indicated that 7b, 9a, 9b and 9c have strong free radical scavenging activity. UV absorption titration studies reveal that 7b, 8l, 8g and 8f interact strongly with calf-thymus DNA (CT-DNA) in the order of 8l > 7b > 8f > 8g. Collectively, the in vitro capabilities of some of these morpholino-triazine imines and ?- lactams suggest possible applications to development of new antioxidants and DNA binding therapeutics.
dc.description.sponsorshipŞiraz Üniversitesi (96-GR-SC-23)
dc.identifier.citationRanjbari, S., Behzadi, M., Sepehri, S., Aseman, M. D., Jarrahpour, A., Mohkam, M., … Turos, E. (2020). Investigations of antiproliferative and antioxidant activity of ? lactammorpholino 1 3 5 triazine hybrids. BIOORGANIC MEDICINAL CHEMISTRY, 28(8), 115408–0.
dc.identifier.doi10.1016/j.bmc.2020.115408
dc.identifier.issn0968-0896
dc.identifier.issue8en_US
dc.identifier.scopusqualityQ1
dc.identifier.urihttps://hdl.handle.net/20.500.12695/573
dc.identifier.urihttps://doi.org/10.1016/j.bmc.2020.115408
dc.identifier.volume28en_US
dc.identifier.wosWOS:000523306800009
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Sceince
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.institutionauthorAtioğlu, Zeliha
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofBioorganic & Medicinal Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsAttribution-NonCommercial-ShareAlike 4.0 International
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.rights.urihttps://creativecommons.org/licenses/by-nc-sa/4.0/
dc.subject?-lactams
dc.subjectMorpholino-1,3,5-triazines
dc.subjectDiastereoselective
dc.subjectStaudinger reaction
dc.subjectDNA-binding
dc.subjectAntioxidants
dc.titleInvestigations of antiproliferative and antioxidant activity of ?-lactam morpholino-1,3,5-triazine hybrids
dc.typeArticle

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