• Title/Summary/Keyword: (-)-asarinin

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A Study on the Ichthyotoxic Constituents of Chopi(Zanthoxylum piperitum DC) (한국산 초피의 어독성분에 관한 연구)

  • 김용두;강성구;오명록
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.22 no.5
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    • pp.617-620
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    • 1993
  • To Study an ichthyotoxicity of Zanthoxylum piperitum DC (Chopi) against fish(Misgurnus anguillicaudatus), the bark of Chopi was extracted with water, methanol and chloroform. The ichthyotoxicities of each extract were found in order of MeOH extract, $H_2O$ extract, dried-powder of Chopi and $CHCI_3$ extract. The active compound was isolated from the MeOH extract by silica gel column chromatography, HPLC and recrystalization, successively, and it was identified to be L-asarinin by the comparison of UV, GC-Mass and LC-Mass data.

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Isolation of Melanin Biosynthesis Inhibitory Compounds from the Roots of Asarum sieboldii (세신으로부터 멜라닌 생성 억제 성분의 분리)

  • Choi, Eun-Hyang;Choi, Ji-Young;Lee, Jong-Gu;Oh, Joon-Seok;Kim, Dong-Chun;Lee, Hee-Sang;Son, Jong-Keun;Son, Ae-Ryang;Kim, Jeong-Ah;Lee, Seung-Ho
    • Korean Journal of Pharmacognosy
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    • v.38 no.4
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    • pp.394-399
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    • 2007
  • Eight compounds were isolated from the roots of Asarum sieboldii and their structures were identified as $({\pm})$-car-3-ene-2,5-dione (1), (-)-asarinin (2), (-)-sesamin (3), eucarvone (4), methyleugenol (5), ${\gamma}-asarone$ (6), pellitorine (7) and asarinol A (8) by analysis of spectral data. Among them, (-)-asarinin (2) showed the most potent inhibitory effect on melanogenesis, with inhibition rate of 66%.

Isolation of Flavonoids and Lignans from the Stem Wood of Lindera obtusiloba Blume (생강나무(Lindera obtusiloba Blume) 목부로부터 Flavonoid 및 Lignan 화합물의 분리)

  • Seo, Kyeong-Hwa;Baek, Mi-Young;Lee, Dae-Young;Cho, Jin-Gyeong;Kang, Hee-Cheol;Ahn, Eun-Mi;Baek, Nam-In;Lee, Youn-Hyung
    • Journal of Applied Biological Chemistry
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    • v.54 no.3
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    • pp.178-183
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    • 2011
  • The stem woods of Lindera obtusiloba Blume were extracted in 80% aqueous methanol and the concentrated extract was partitioned with ethyl acetate (EtOAc), butanol (n-BuOH), and $H_2O$, successively. From the EtOAc and n-BuOH fractions, five compounds were isolated through the repeated silica gel, octadecyl silica gel, and Sephadex LH-20 column chromatographies. On the basis of spectroscopic data including mass spectrometry, IR, $^1H$-NMR, $^{13}C$-NMR, distortionless enhancement by polarization transfer, and two-dimensional-NMR gradient correlated spectroscopy (gCOSY), gradient heteronuclear single quantum correlation (gHSQC), gradient heteronuclear multiple bonding connectivity (gHMBC), the chemical structures of the compounds were determined as asarinin (1), (+)-catechin (2), (-)-epicatechin (3), hyperin (4), and nudiposide (5). Compounds 1 and 5 were isolated for the first time from the stem wood of L. obtusiloba Blume.

Cytotoxic Constituents from the Roots of Asarum sieboldii in Human Breast Cancer Cells

  • Kim, Eunae;Kim, Hyun Jung;Oh, Ha-Na;Kwak, Ah-Won;Kim, Su-Nam;Kang, Bok Yun;Cho, Seung-Sik;Shim, Jung-Hyun;Yoon, Goo
    • Natural Product Sciences
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    • v.25 no.1
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    • pp.72-75
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    • 2019
  • Bioassay-guided fractionation of the roots of Asarum sieboldii led to the isolation of the six compounds methylkakuol (1), sesamin (2), asarinin (3), xanthoxylol (4), and (2E,4E,8Z,10E/Z)-N-(2-methylpropyl) dodeca-2,4,8,10-tetraenamide (5/6). Among the isolates, xanthoxylol (4) exhibited significant cytotoxicity against human breast cancer cells MCF-7 and MDA-MB-231 in vitro with $IC_{50}$ values of 9.15 and $13.95{\mu}M$, respectively.