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The kinetics of the reduction of the lipophilic quinone avarone by n-alkyl-1,4-dihydronicotinamides of various lipophilicities
Kinetika redukcije lipofilnog hinona avarona n-alkyl-1,4-di -hidronikotinamidima različite lipofilnosti
dc.creator | Zlatović, Mario | |
dc.creator | Gašić, Miroslav J. | |
dc.creator | Sladić, Dušan | |
dc.date.accessioned | 2021-03-26T15:14:32Z | |
dc.date.available | 2021-03-26T15:14:32Z | |
dc.date.issued | 1999 | |
dc.identifier.issn | 0352-5139 | |
dc.identifier.issn | 1820-7421 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/4398 | |
dc.description.abstract | Several NADH model compounds, N-alkyl-1,4-dihydronicotinamides, some of them possessing amphiphilic properties, have been synthesized, and the kinetics of their reaction with a biologically active liphophilic quinone, avarone, has been studied in a protic solvent both in the presence and absence of cationic, anionic or non-ionic surfactants. In the absence of micellar agents, the medium-and long-chain N-dodecyl (3) and N-heptadecyl (4) derivatives show a significant increase in the reaction rates compared to other model compounds, due to the stabilization of the semiquinone intermediate. Anionic surfactants retard the reaction, non-ionic surfactants slightly accelerate the reaction with the short-chain derivatives, and retard the reaction with the medium-and long-chain derivatives, and the cationic surfactants increase the reaction rate with all derivatives except the long-chain 4. The results support the e-p-e mechanism of the reduction of lipophilic quinones by NADH models in protic medium. | sr |
dc.description.abstract | Sintetisano je nekoliko N-alkil-1,4-dihidronikotinamida, model-jedinjenja NADH, od kojih neki imaju amfifilne osobine, i proučavana je kinetika njihove reakcije sa biološkim aktivnim, lipofilnim hinonom avaronom u protinom rastvaraču u prisustvu katjonskih, anjonskih ili nejonskih površinski aktivnih supstanci i bez njh.Bez dodatih micelarnih agenasa, N-dodecil-derivat 3 (derivat srednje dužine niza) i dugolančani N-heptadecil-derivat 4 pokazuju značajno povećanje brzine reakcije u poređenju sa drugim model-jedinjenjima, usled stabilizacije semihinonskih intermedijera. Anjonski površinski aktivni agensi usporavaju reakciju, nejonski agensi dovode do slabog ubrzanja sa derivatima kratkog alkilniza, a usporavaju reak ciju sa derivatima srednjeg i dugog niza, dok katjonski agensi ubrzavaju reakciju sa svim derivatima, sem sa dugolančanim 4. Rezultati ukazuju na mehanizam e-p-e redukcije lipofilnih hinona modelima NADH u protičnom medijumu. | sr |
dc.language.iso | en | sr |
dc.publisher | Belgrade : Serbian Chemical Society | sr |
dc.rights | openAccess | sr |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.source | Journal of the Serbian Chemical Society | sr |
dc.subject | Avarone | sr |
dc.subject | Kinetics | sr |
dc.subject | NADH models | sr |
dc.subject | Quinone | sr |
dc.subject | Surfactants | sr |
dc.title | The kinetics of the reduction of the lipophilic quinone avarone by n-alkyl-1,4-dihydronicotinamides of various lipophilicities | sr |
dc.title | Kinetika redukcije lipofilnog hinona avarona n-alkyl-1,4-di -hidronikotinamidima različite lipofilnosti | sr |
dc.type | article | sr |
dc.rights.license | BY-NC-ND | sr |
dcterms.abstract | Златовић, Марио В.; Гашић, Мирослав Ј.; Сладић, Душан М.; | |
dc.citation.volume | 64 | |
dc.citation.issue | 11 | |
dc.citation.spage | 647 | |
dc.citation.epage | 654 | |
dc.identifier.doi | 10.2298/JSC9911647Z | |
dc.identifier.fulltext | https://cer.ihtm.bg.ac.rs/bitstream/id/19677/0352-51399911647Z.pdf | |
dc.identifier.scopus | 2-s2.0-0033263339 | |
dc.identifier.wos | 000083803100001 | |
dc.type.version | publishedVersion | sr |