17245-31-7Relevant academic research and scientific papers
Antivascular and anti-parasite activities of natural and hemisynthetic flavonoids from New Caledonian Gardenia species (Rubiaceae)
Mai, Linh H.,Chabot, Guy G.,Grellier, Philippe,Quentin, Lionel,Dumontet, Vincent,Poulain, Cyril,Espindola, Laila S.,Michel, Sylvie,Vo, Hue T.B.,Deguin, Brigitte,Grougnet, Rapha?l
supporting information, p. 93 - 100 (2015/03/05)
A series of 16 flavonoids were isolated and prepared from bud exudate of Gardenia urvillei and Gardenia oudiepe, endemic to New Caledonia. Most of them are rare polymethoxylated flavones. Some of these compounds showed noticeable activity against Leishmania (Leishmania) amazonensis, Plasmodium falciparum and Trypanosoma brucei gambiense, in addition to tubulin polymerization inhibition at low micromolar concentration. We also provide a full set of NMR data as some of the flavones were incompletely described.
STUDIES OF THE SELECTIVE O-ALKYLATION AND DEALKYLATION OF FLAVONOIDS. XII. A NEW, CONVENIENT METHOD FOR SYNTHESIZING 3,5-DIHYDROXY-6,7-DIMETHOXYFLAVONES FROM 3,5,6,7-TETRAMETHOXYFLAVONES
Horie, Tokunaru,Kawamura, Yasuhiko,Tsukayama, Masao,Yoshizaki, Shiro
, p. 1216 - 1220 (2007/10/02)
The 5-methoxy group on 3,5,6,7-tetramethoxyflavones and the 3-methoxy group on 3,6,7-trimethoxy-5-tosyloxy-flavones were selectively cleaved with anhydrous aluminum bromide in acetonitrile under controlled conditions without the cleavage of benzyloxy groups on the B ring.By the application of these reactions, seven 3,5-dihydroxy-6,7-dimethoxyflavones were easily synthesized from the corresponding 3,5,6,7-tetramethoxyflavones which were synthesized from 3,6-dihydroxy-2,4ω-trimethoxycetophenone by means of the Allan-Robinson reaction followed by methylation.Keywords: Allan-Robinson reaction ; selective demethylation; 3,5,6,7-tetramethoxyflavone; 5-hydroxy-3,6,7-trimethoxyflavone; 6-hydroxy-3,5,7-trimethoxyflavone; 5-tosyloxyflavone; 5,6-dihydroxy-3,7-dimethoxyflavone; 3,5-dihydroxy-6,7-dimethoxyflavone, 3,5-diacetoxy-6,7-dimethoxyflavone
