1156-78-1Relevant articles and documents
Three new isoflavonoid glycosides from Lupinus luteus and L. polyphyllus x arboreus
Watanabe,Kinjo,Nohara
, p. 394 - 396 (1993)
As part of our studies on leguminous plants, we examined the ingredients of Lupinus luteus L. and L. polyphyllus x arboreus hybrid, and three new isoflavonoid glycosides together with six known ones were isolated. They were determined to be 8-C-glucopyranosylgenistein 4'-O-glucopyranoside (1), 5-O-methylgenistein 4', 7-di-O-glucopyranoside (2), 2'-hydroxygenistein 4', 7-di-O-glucopyranoside (3) by spectroscopic and chemical methods. It was also shown that the isoflavonoid distributions in the two species were differed.
Total synthesis of apios isoflavones and investigation of their tyrosinase inhibitory activity
Asebi, Nana,Nihei, Ken-ichi
, (2019/09/12)
Apios isoflavone glucosides 1 and 2 were synthesized for the first time via Friedel–Crafts reaction, Bischler–Napieralski-type cyclization, and phase-transfer catalyzed glycosylation as the key steps. In addition, aglycones 4 and 5 and related natural iso
Total synthesis of the pyranocoumaronochromone lupinalbin H
Selepe, Mamoalosi A.,Drewes, Siegfried E.,Van Heerden, Fanie R.
, p. 8654 - 8658 (2011/12/01)
The pyranocoumaronochromone lupinalbin H was synthesized in three major steps, which involved preparation of 2′-hydroxygenistein by the Suzuki-Miyaura reaction, followed by oxidative cyclodehydrogenation into lupinalbin A. The final step was the regiospec
Facile synthesis of polyhydroxycoumaronochromones with quinones: Synthesis of alkylpolyhydroxy- and alkoxycoumaronochromones from 2′-hydroxyisoflavones
Tsukayama, Masao,Oda, Akihiro,Kawamura, Yasuhiko,Nishiuchi, Masaki,Yamashita, Kazuyo
, p. 6163 - 6166 (2007/10/03)
4′,5,7-Trihydroxy- or 8-alkyl-4′,5,7-trihydroxycoumaronochromones were synthesized by oxidative cyclization of the corresponding 2′-hydroxyisoflavones with o-chloranil under mild conditions. By contrast, alkoxycoumaronochromones were synthesized by oxidative cyclization of the corresponding 2′-hydroxyisoflavones with DDQ.
New 5-O-Methylisoflavones in the Roots of Yellow Lupin (Lupinus luteus L. cv. Barpine)
Tahara, Satoshi,Hashidoko, Yasuyuki,Ingham, John L.,Mizutani, Junya
, p. 1809 - 1820 (2007/10/02)
In addition to 5-O-methylgenistein (1), a further investigation of the isoflavonoid constituents in roots of the yellow lupin (Lupinus luteus L. cv.Barpine) has yielded five new 5-O-methylisoflavones named barpisoflavone A (2), 5-O-methyl-lupiwighteone (3
Synthesis of Licoisoflavone A and Related Compounds
Tsukayma, Masao,Fujimoto, Kunihiro,Horie, Tokunaru,Masumura, Mitsuo,Nakayama, Mitsuru
, p. 136 - 141 (2007/10/02)
2',4',5,7-Tetrahydroxyisoflavone was partially benzoylated with benzoyl chloride to give 7-benzoyloxy-2',4',5-trihydroxyisoflavone.The condensation of the 7-(benzoyloxy)isoflavone with 2-methyl-3-buten-2-ol, followed by the hydrolysis of the resultant 3'-(3-methyl-2-butenyl)isoflavone gave licoisoflavone A.Its 5'-(3-methyl-2-butenyl) isomer was also synthesized from 5-benzoyloxy-2',4',7-trihydroxyisoflavone in a similar manner.
SYNTHESES OF LICOISOFLAVONE A AND 5'-ALKENYL ISOMER
Tsukayama, Masao,Fujimoto, Kunihiro,Horie, Tokunaru,Yamashita, Yoshiro,Masumura, Mitsuo,Nakayama, Mitsuru
, p. 675 - 678 (2007/10/02)
2',4',5,7-Tetrahydroxyisoflavone was partially benzoylated with benzoyl chloride to give 7-benzoyloxy-2',4',5-trihydroxyisoflavone.The condensation of 7-benzoyloxyisoflavone with 2-methyl-3-buten-2-ol, followed by the hydrolysis of the resultant 3'-(3-met