• Journal of Applied Biological Chemistry
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• v.51 no.1
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• pp.17-19
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• 2008

Isoflavanone has been synthesized from the reduction of isoflavone in nearly quantitative yield. Isoflavone with seven equivalents of ammonium formate in the presence of Pd/C in ethanol under $N_2$ atmosphere exclusively produced the two-electron reduced product in two hours. It was characterized by various spectroscopic methods, including UV-VIS, EI-MS, $^1H$-NMR, $^{13}C$-NMR and $^1H$, $^1H$-COSY. The racemic mixture was separated by Sumi-Chiral column chromatography and the absolute configurations of the enantiomers were characterized by circular dichroism spectroscopy.

• Journal of the Korean Wood Science and Technology
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• v.29 no.4
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• pp.89-96
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• 2001

Three isoflavones and one isoflavanone were isolated from the wood of Sophora japonica (Leguminosae) which has been selected due to its high antifungal activity among the tested species, Four compounds were identified as 5,7-dihydroxy-4',6-dimethoxyisoflavone (irisolidone), 5,7-dihydroxy-4'-methoxyisoflavone (biochanin A), 7-hydroxy-4'-methoxyisoflavone (formononetin) and 7-hydroxy-4'-methoxy-isoflavanone by Mass and NMR spectroscopic analysis. The antifungal activity of the isoflavonoids was tested by medium dilution method and showed low antifungal activity indicating that the other compounds may contribute to high activity of the wood extractives of S. japonica.

• Bulletin of the Korean Chemical Society
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• v.34 no.10
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• pp.3013-3016
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• 2013

Two new isoflavanones, (3R) 7,2',4'-trihydroxy-3'-methoxy-5-methoxycarbonyl-isoflavanone (1) and (3R) 7,2'-dihydroxy-3',4'-dimethoxy-5-methoxycarbonyl-isoflavanone (2), together with six known isoflavanones (3-8), were isolated from the stems of Cassia siamea. The structure of 1-8 was elucidated by spectroscopic methods including extensive 1D- and 2D-NMR techniques. Compounds 1, 2, 5-8 were evaluated for their anti-tobacco mosaic virus (Anti-TMV) activity. The results showed that compounds 1 and 6 showed potential anti-TMV activity with inhibition rates of 24.6% and 26.9%, respectively. Compounds 2, 5, 7, 8 also showed anti-TMV activity with inhibition rates in the range of 11.8-18.6%.

• Bulletin of the Korean Chemical Society
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• v.34 no.5
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• pp.1421-1424
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• 2013

Two new isoflavanones, (3R) 5,7,3',4'-tetrahydroxy-2'-methoxyisoflavanone (1) and (3R) 5',8-di-(${\gamma}$,${\gamma}$-dimethylallyl)-2',5-dihydroxyl-4',7-dimethoxyl-isoflavanone (2), were isolated from Uraria clarkei, together with two known compounds dalbergioidin (3), 5,7-dihydroxy-2',4'-dimethoxyisoflavanone (4). The structures involving the absolute configuration of the new compounds were well elucidated by MS, IR, UV, CD, 1D and 2D NMR analyses. Cytotoxicity of the four compounds were assessed, results suggested that compound 2 possessed well cytotoxic activity, against the Hela, K562, and HL60 cell lines with $IC_{50}$ values of 28.0, 40.6 and $35.1{\mu}M$, respectively.