Synthesis and biological evaluation of novel ferrocene–naphthoquinones as antiplasmodial agents
摘要:
This work deals with the synthesis and evaluation of new compounds designed by combination of 1,4naphthoquinone and ferrocene fragments in a 3-ferrocenylmethy1-2-hydroxy-1,4-naphthoquinone arrangement. A practical coupling reaction between 2-hydroxy-1,4-naphthoquinone and ferrocenemethanol derivatives has been developed. This procedure can be carried out "on-water", at moderate temperatures and without auxiliaries or catalysts, with moderate to high yields. The synthesized derivatives have shown significant in vitro antiplasmodial activity against chloroquine-sensitive and resistant Plasmodium falciparum strains and it has been shown that this activity is not related to the inhibition of biomineralization of ferriprotoporphyrin IX. Binding energy calculations and docking of these compounds to cytochrome b in comparison with atovaquone have been performed. (C) 2013 Elsevier Masson SAS. All rights reserved.
Efficient regio- and diastereo-controlled synthesis of 1,1′- and 1,1′,2,2′-functionalised ferrocenes and the formation of 2-oxa[3]ferrocenophanes
作者:Michael A. Carroll、Andrew J. P. White、David A. Widdowson、David J. Williams
DOI:10.1039/b000833h
日期:——
A synthesis of a C2 symmetric 1,1â²,2,2â²-tetrasubstituted ferrocene system is described. The route involves the reduction of ferrocenyl carbonyl compounds which give access to a range of alcohols, alkenes, alkanes, ethers and 2-oxa[3]ferrocenophanes depending on the precise conditions used.
Studies in ferrocene derivatives. Part XI. Synthesis of some ferrocenyldihalogenocyclopropanes
作者:W. M. Horspool、R. G. Sutherland、B. J. Thomson
DOI:10.1039/j39710001550
日期:——
The synthesis of several dichloro- and dibromo-(ferrocenyl)cyclopropanes is described. Some new ferrocenyl olefins and acylferrocenes are also reported.