Synthesis novel N,S-substituted nitrobutadiene derivatives: some metabolic enzyme inhibition properties and antioxidant activities and in silico ADMET and molecular docking studies

Basit Öğe Kaydı
dc.authorid0000-0002-0700-5096
dc.authorid0000-0001-9564-7568
dc.authorid0000-0001-5437-3513
dc.authorid0000-0002-0101-1735
dc.contributor.authorBayrak, Bertan Boran
dc.contributor.authorErtik, Onur
dc.contributor.authorOnul, Nihal
dc.contributor.authorMermer, Nese Senturk
dc.contributor.authorYanardag, Refiye
dc.date.accessioned2026-02-08T15:15:06Z
dc.date.available2026-02-08T15:15:06Z
dc.date.issued2024
dc.departmentBursa Teknik Üniversitesi
dc.description.abstractEnzyme inhibition is one of the leading drug development methods for the treatment of many diseases. Due to the possible side effects and low bioavailability of existing drugs, studies are continuing for the discovery of new drugs. In this study, in vitro elastase, acetylcholinesterase inhibition activities of newly synthesized N,S-substituted polyhalogenated nitrobuta-1,3-dienes derivatives (compounds 3, 4a, 4b, 4c, 4d, 4e, and 4f), as well as their antioxidant properties, were investigated. Results was showed that compounds 4a (IC50 = 22.10 +/- 0.49 mu M), 4b (IC50 = 53.98 +/- 1.77 mu M), and 4f (IC50 = 32.01 +/- 1.33 mu M) showed higher elastase inhibition effect than positive control, ursolic acid (IC50 = 479.11 +/- 15.53 mu M) and in silico adsorption, distribution, metabolism, excretion, and toxicity (ADMET) and molecular docking studies were carried out in line with the results. As a result of molecular docking studies with iGemdock, DockThor, and Autodock Vina, it was determined that there was a higher binding relevance for compounds 4a (- 84.41/- 8.439 kcal/mol), 4b (- 86.32/- 7.878 kcal/mol), and 4f (- 86.32/- 8.530 kcal/mol) than ursolic acid (- 77.67/- 7.024 kcal/mol) for iGemdock and DockThor. It has been shown by DPPH, ABTS, and reducing power experiments that all compounds also show antioxidant properties. In conclusion, both in vitro and in silico molecular docking studies of compounds 4a, 4b, and 4f show that these three compounds are potent inhibitors of elastase.
dc.identifier.doi10.1007/s13738-024-02999-8
dc.identifier.endpage1315
dc.identifier.issn1735-207X
dc.identifier.issn1735-2428
dc.identifier.issue5
dc.identifier.scopus2-s2.0-85189350282
dc.identifier.scopusqualityQ2
dc.identifier.startpage1299
dc.identifier.urihttps://doi.org/10.1007/s13738-024-02999-8
dc.identifier.urihttps://hdl.handle.net/20.500.12885/5586
dc.identifier.volume21
dc.identifier.wosWOS:001195674700001
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherSpringer
dc.relation.ispartofJournal of The Iranian Chemical Society
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzWOS_KA_20260207
dc.subjectNitrobutadienes
dc.subjectElastase
dc.subjectAcetylcholinesterase
dc.subjectAntioxidant
dc.subjectMolecular docking
dc.titleSynthesis novel N,S-substituted nitrobutadiene derivatives: some metabolic enzyme inhibition properties and antioxidant activities and in silico ADMET and molecular docking studies
dc.typeArticle

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu