Spiro[fluoreneisothiazolidin]one dioxides: new aldose reductase and L-hexonate dehydrogenase inhibitors
摘要:
The first examples of spiro[fluorene-9,4'- and -9,5'-isothiazolidin]one dioxides (1 and 2) were synthesized and screened for activity as aldose reductase and L-hexonate dehydrogenase inhibitors. Compared to compounds 1, and 9,5'-compounds 2, synthesized from fluorene-9-sulfonamides by alkylation at C(9) with ethyl bromoacetate followed by cyclization, were more active, but relatively nonselective, inhibitors of aldose reductase and L-hexonate dehydrogenase, with IC50 values for in vitro inhibition of both enzymes on the order of 10(-7)-10(-8) M. However, the isomeric 9,4'-compounds 1, prepared by alkylation of fluorene-9-carboxylic acid esters with bromo- or iodo-methanesulfonamide followed by cyclization, were more selective inhibitors Of L-hexonate dehydrogenase with IC50 values of about 10(-6) M.
Tetrapodal Molecular Switches and Motors: Synthesis and Photochemistry
作者:Kuang-Yen Chen、Sander J. Wezenberg、Gregory T. Carroll、Gábor London、Jos C. M. Kistemaker、Thomas C. Pijper、Ben L. Feringa
DOI:10.1021/jo501190f
日期:2014.8.1
The design, synthesis, and dynamic behavior of a series of novel tetrapodal molecular switches and motors containing common functional groups for attachment to various inorganic and organic surfaces are presented. Using a Diels–Alder reaction, an anthracene unit with four functionalized alkyl substituents (“legs”) was coupled to maleimide-functionalized molecular switches or motors under ambient conditions