The kinetics of the reduction of the lipophilic quinone avarone by n-alkyl-1,4-dihydronicotinamides of various lipophilicities

Bibliographic Details
Title: The kinetics of the reduction of the lipophilic quinone avarone by n-alkyl-1,4-dihydronicotinamides of various lipophilicities
Authors: MIROSLAV J. GASIC, DUSAN SLADIC, MARIO ZLATOVIC
Source: Journal of the Serbian Chemical Society, Vol 64, Iss 11, Pp 647-654 (1999)
Publisher Information: Serbian Chemical Society, 1999.
Publication Year: 1999
Collection: LCC:Chemistry
Subject Terms: avarone, quinone, NADH models, surfactants, kinetics, Chemistry, QD1-999
More Details: 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.
Document Type: article
File Description: electronic resource
Language: English
ISSN: 0352-5139
Relation: http://www.shd.org.yu/HtDocs/SHD/Vol64/No11-Pdf/V64-no11-01.zip; https://doaj.org/toc/0352-5139
Access URL: https://doaj.org/article/aa0551600b554571a89aff7b45b9b63f
Accession Number: edsdoj.0551600b554571a89aff7b45b9b63f
Database: Directory of Open Access Journals
More Details
ISSN:03525139
Published in:Journal of the Serbian Chemical Society
Language:English