rocaglamide and 3-hydroxyflavone

rocaglamide has been researched along with 3-hydroxyflavone* in 2 studies

Other Studies

2 other study(ies) available for rocaglamide and 3-hydroxyflavone

ArticleYear
Synthesis of rocaglamide derivatives and evaluation of their Wnt signal inhibitory activities.
    Organic & biomolecular chemistry, 2016, Mar-21, Volume: 14, Issue:11

    Rocaglamides are bioactive natural compounds which have a cyclopenta[b]benzofuran core structure. The total synthesis of a reported natural product, 3'-hydroxymethylrocaglate (5), was achieved using [3 + 2] cycloaddition between 3-hydroxyflavone and methyl cinnamate. We also describe the synthesis of rocaglamide heterocycle derivatives and evaluate their Wnt signal inhibitory activities. Compounds 4, 5, 22a, 22b, 22c and 23c showed potent Wnt signal inhibitory activity.

    Topics: Benzofurans; Biological Products; Cinnamates; Crystallography, X-Ray; Cycloaddition Reaction; Flavonoids; HEK293 Cells; Humans; Models, Molecular; Wnt Proteins; Wnt Signaling Pathway

2016
A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones.
    Journal of the American Chemical Society, 2004, Oct-27, Volume: 126, Issue:42

    A unified biomimetic approach to the aglain-forbaglin-rocaglamide classes of natural products is reported. The approach involves photogeneration of oxidopyryliums via excited-state intramolecular proton transfer (ESIPT) of 3-hydroxyflavones followed by [3+2] dipolar cycloaddition to the aglain core. An alpha-ketol (acyloin) rearrangement was employed to transform the aglain core to the rocaglamide framework. This approach was successfully used for the synthesis of the natural product (+/-)-methyl rocaglate.

    Topics: Benzofurans; Biomimetic Materials; Flavonoids; Photochemistry; Pyridinium Compounds

2004