• Title/Summary/Keyword: Isoflavan

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Flavonoids from Spatholobus Suberectus

  • Yoon, Jeong-Seon;Sung, Sang-Hyun;Park, Jong-Hee;Kim, Young-Choong
    • Archives of Pharmacal Research
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    • v.27 no.6
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    • pp.589-593
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    • 2004
  • Two pterocarpans [(6aR,11aR)-maackiain, (6aR,11aR)-medicarpin], one flavanone [(2S)-7-hydroxy-G-methoxy-flavanone], one isoflavan (sativan) and two isoflavones (pseudobaptigenin, genistein) were isolated from the Spatholobus suberectus (Leguminosae). Their chemical structures were determined by comparison of their spectroscopic parameters of CD, ElMS, 1D-NMR and 2D-NMR with those reported in the literatures. All of these compounds are reported for the first time from this plant through the present study.

Absolute Configurations of (±)-Glabridin Enantiomers

  • Kim, Mi-Hyang;Kim, Soo-Un;Kim, Yong-Ung;Han, Jae-Hong
    • Bulletin of the Korean Chemical Society
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    • v.30 no.2
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    • pp.415-418
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    • 2009
  • Concerned with ambiguous stereochemistry assignment of natural (+)-glabridin, absolute configurations of (${\pm}$)-glabridin enantiomers were studied with synthetic glabridin. Synthetic glabridin enantiomers were separated by semi-preparative Sumi-chiral column chromatography, and characterized by UV-Vis and NMR spectroscopy. Three-dimensional molecular structure of glabridin was obtained as equatorial Ph-3 half chair chroman ring from semi-empirical PM3 calculation, and refined by coupling constants in $^1H$ NMR spectrum. Finally, absolute configurations of two enantiomers were determined by circular dichroism spectroscopy based on the empirical helicity rules. Absolute configuration of natural (+)-glabridin was confirmed as (R)-glabridin, as known.

Three New Flavonoids Of Spatholobus suberectus

  • Yoon, Jeong-Seon;Lim, Song-Won;Yang , Hye-Kyeong;Ahn , Tae-Kyeong;Kim, Eun-Sil;Sung, Sang-Hyun;Kim, Young-Choong
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.202.1-202.1
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    • 2003
  • Six compounds were isolated from the 90% MeOH fraction of the vine stem of Spatholobus suberectus Dunn (Leguminosae) using silica gel, reverse phase column chromatography and RP-HPLC. Structures of compounds 1-6 were elucidated by spectroscopic parameters of IR, E1 MS, FAB MS, lD-NMR and 2D-NMR spectrum and identified as pseudobaptigenin (1), genistein (2), (2R)-7-hydroxy-6-methoxyflavanone (3), (3R,4R)-2",4"-dihydroxy-6,7-methylenedioxy-isoflavan-4-ol (4), (3R,4R)-7,2" -dihydroxy- 4"-methoxyisoflavan-4-ol (5), sativan (6), respectively. Compounds 3, 4 and 5 have been newly reported in nature.

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Identification of Antioxidative Components from Ethanol Extracts of Dalbergia odorifera T.CHEN (강진향(Dalbergia odorifera T.CHEN) 에탄올 추출물로부터 항산화 활성물질의 구조동정)

  • Choi, Ung;Kim, In-Won;Baek, Nam-In;Shin, Dong-Hwa
    • Korean Journal of Food Science and Technology
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    • v.34 no.5
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    • pp.893-897
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    • 2002
  • The chloroform layer from 75% ethanol extract of Dalbergia odorifera T.CHEN showed strong antioxidative activity on lard and palm oil as tested by Rancimat method. Antioxidative active compound isolated and identified by silica gel column chromatography, thin layer chromatography, mass spectrophotometer, $^1H-NMR$ and $^{13}C-NMR$ was identified as mucronulatol (3(R&S)-3,7-Dihydroxy-2',4-dimethoxyisoflavan). Results of Rancimat method revealed the induction period of Mucronulatol increased longer than those of synthetic antioxidant, BHA and BHT, at the same concentration. Mucronulatol combined with ${\delta}-tocopherol(200ppm)$, and with ascorbic acid (200 ppm) and citric acid (200 ppm) on lard and palm oil, respectively, showed strong synergistic effects.