Site-Specific Fluorescent Labeling Approaches for Naringenin, an Essential Flavonone in Plant Nitrogen-Fixation Signaling Pathways
摘要:
In search of an appropriate position for the fluorescent labeling. six chemically available positions of the flavonone core of naringenin have been examined. A number of azido-containing naringenin derivatives were accordingly prepared in various site-specific fashions. and the Mild CU(I)-catalyzed Huisgen 1-3-dipolar cycloaddition successfully served as the common "Click" labeling tool in the final steps. Oil the basis of the biological activities of the first batch of labeled compounds, further optimization at the C-6 position of naringenin finally afforded naringenin-flu (27). which acquired 20% of the potency of naringenin and presented good optical properties. Entry of naringenin-flu into living Rhizobium Cells was demonstrated by in vitro fluorescent imaging experiments.
The present invention is drawn to novel antiviral compounds, pharmaceutical compositions and their use. More specifically this invention is drawn to derivatives of monocyclic polyamines which have activity in standard tests against HIV- or FIV-infected cells as well as other biological activity related to binding of ligands to chemokine receptors that mediate a number of mammalian embryonic developmental processes.
Site-Specific Fluorescent Labeling Approaches for Naringenin, an Essential Flavonone in Plant Nitrogen-Fixation Signaling Pathways
作者:Lei Chen、Feng-Qing Li、Bi-He Hou、Guo-Fan Hong、Zhu-Jun Yao
DOI:10.1021/jo8014165
日期:2008.11.7
In search of an appropriate position for the fluorescent labeling. six chemically available positions of the flavonone core of naringenin have been examined. A number of azido-containing naringenin derivatives were accordingly prepared in various site-specific fashions. and the Mild CU(I)-catalyzed Huisgen 1-3-dipolar cycloaddition successfully served as the common "Click" labeling tool in the final steps. Oil the basis of the biological activities of the first batch of labeled compounds, further optimization at the C-6 position of naringenin finally afforded naringenin-flu (27). which acquired 20% of the potency of naringenin and presented good optical properties. Entry of naringenin-flu into living Rhizobium Cells was demonstrated by in vitro fluorescent imaging experiments.