Synthesis, characterization, and evaluation of antioxidant and antimicrobial activity of three novel n-heteroaromatic hydrazonyl-thiazoles
Sinteza, karakterizacija i procena antioksidativne i antimikrobne aktivnosti tri nova n-heteroaromatična hidrazonil-tiazola
dc.creator | Kokanov, Sanja | |
dc.creator | Nikolić, Milan | |
dc.creator | Novaković, Irena | |
dc.creator | Todorović, Tamara | |
dc.creator | Filipović, Nenad | |
dc.date.accessioned | 2023-02-25T13:11:17Z | |
dc.date.available | 2023-02-25T13:11:17Z | |
dc.date.issued | 2021 | |
dc.identifier.issn | 2406-2979 | |
dc.identifier.issn | 2406-3037 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/5779 | |
dc.description.abstract | (Thiazolyl-2-yl)hydrazones (THs) are a group of organic compounds containing both hydrazone and 1,3-thiazole pharmacophores present in many approved drugs. They have been investigated greatly in recent years due to potent anticancer, antibacterial, antifungal, antituberculosis, anti-inflammatory, and antiparasitic activities. In this study, one pyridine-based and two quinoline-based, novel THs were synthesized and characterized by elemental analysis, Fourier-transform infrared spectroscopy (FTIR), and nuclear magnetic resonance spectroscopy (NMR). The antimicrobial activity of the compounds was tested against five Gram-positive and five Gram-negative bacteria, as well as against three fungi. The antioxidant capacity of the compounds was tested in six antioxidative assays. The results showed that quinoline-based THs were more active against tested Gram-negative bacteria and fungi strains than pyridine-based compounds. All the compounds showed excellent antioxidative activity comparable to or greater than the used standards (vitamin C and Trolox). Absorption, distribution, metabolism, excretion, and toxicity (ADMET) parameters were calculated in-silico. Results pointed to promising good pharmacokinetics profiles of investigated compounds, especially 2-quinoline carboxaldehyde-based compound, which can be a lead drug candidate. | |
dc.description.abstract | (Tiazolil-2-il)-hidrazoni (TH) su grupa organskih jedinjenja koja sadrže i hidrazon i 1,3-tiazol farmakofore koje su prisutne u mnogim odobrenim lekovima. Poslednjih godina se u velikoj meri istražuju zbog jakih antikancerogenih, antibakterijskih, antifungalnih, antituberkuloznih, antiinflamatornih i antiparazitskih aktivnosti. U ovoj studiji, sintetisan je jedan novi TH na bazi piridina i dva na bazi hinolina, koji su okarakterisani elementalnom analizom, infracrvenom spektroskopijom sa Furijeovom transformacijom (FTIR) i spektroskopijom nuklearne magnetne rezonancije (NMR). Antimikrobna aktivnost jedinjenja je testirana na pet Gram-pozitivnih i pet Gram-negativnih bakterijskih sojeva, kao i na tri soja gljivica. Šest antioksidativnih testova je korišćeno za određivanje antioksidativnog kapaciteta sintetisanih jedinjenja. Rezultati su pokazali da su TH na bazi hinolina aktivniji prema testiranim Gram-negativnim sojevima bakterija i prema gljivicama, nego jedinjenja na bazi piridina. Sva jedinjenja su pokazala odlično antioksidativno dejstvo, uporedivo ili veće od korišćenih standarda (vitamin C i troloks). Parametri apsorpcije, distribucije, metabolizma, izlučivanja i toksičnosti (ADME) izračunati su in-silico. Rezultati ukazuju na dobre farmakokinetičke profile ispitivanih jedinjenja, posebno jedinjenja na bazi 2-hinolinkarboksaldehida koje ima potencijal da bude kandidat za osnovno jedinjenje (engl. lead compound). | |
dc.publisher | Centre for Evaluation in Education and Science (CEON/CEES) | en |
dc.relation | info:eu-repo/grantAgreement/MESTD/inst-2020/200288/RS// | en |
dc.relation | info:eu-repo/grantAgreement/MESTD/inst-2020/200168/RS// | en |
dc.relation | info:eu-repo/grantAgreement/MESTD/inst-2020/200026/RS// | en |
dc.rights | openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.source | Advanced Technologies | en |
dc.title | Synthesis, characterization, and evaluation of antioxidant and antimicrobial activity of three novel n-heteroaromatic hydrazonyl-thiazoles | en |
dc.title | Sinteza, karakterizacija i procena antioksidativne i antimikrobne aktivnosti tri nova n-heteroaromatična hidrazonil-tiazola | |
dc.type | article | en |
dc.rights.license | BY-NC-ND | |
dc.citation.volume | 10 | |
dc.citation.issue | 2 | |
dc.citation.spage | 14 | |
dc.citation.epage | 23 | |
dc.citation.rank | M24 | |
dc.identifier.doi | 10.5937/savteh2102014K | |
dc.identifier.fulltext | http://cer.ihtm.bg.ac.rs/bitstream/id/24149/A2.1..pdf | |
dc.type.version | publishedVersion |