• Title/Summary/Keyword: Demethylsuberosin

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Inhibitory Effects on Melanin Production of Demethylsuberosin Isolated from Angelica gigas Nakai (참당귀로부터 분리한 Demethylsuberosin의 멜라닌 생성 억제 효과)

  • Kim, You Ah;Park, Sung Ha;Kim, Bo Yun;Kim, A Hyun;Park, Byoung Jun;Kim, Jin Jun
    • Korean Journal of Pharmacognosy
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    • v.45 no.3
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    • pp.209-213
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    • 2014
  • The anti-melanogenic substance was isolated from the root of Angelica gigas Nakai by silica gel column chromatography, preparative HPLC and TLC. As a result of the structure analysis by mass, $^1H$-NMR, and $^{13}C$-NMR spectrometry, the compound was identified as demethylsuberosin. Demethylsuberosin reduced melanin contents of B16F1 melanoma cells in a dose-dependent manner and decreased to about 74% at a concentration $5{\mu}g/ml$. Demethylsuberosin inhibited the expression in microphthalmia associated transcription factor (MITF), tyrosinase, tyrosinase related protein-1 (TRP-1), and tyrosinase related protein-2 (TRP-2) in melanocytes. These results suggest that the whitening activity of demethylsuberosin may be due to the inhibition of the melanin synthesis by down-regulation of MITF, tyrosinase, TRP-1 and TRP-2 expression. Thus, our results provide evidence that demethylsuberosin might be useful as a potential skin-whitening agent.

Cytotoxic Coumarins from the Roots of Angelica gigas NAKAI

  • 히데지
    • Korean Journal of Plant Resources
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    • v.7 no.1
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    • pp.13-15
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    • 1994
  • Some known coumarins, decursin, nodakenetin, umbelliferone, 7-demethylsuberosin, columbianetin, decursinol angelate and decursinol, showing significant cytotoxic activities against P388 cell lines,were isolated from the roots of Angelica gigas (Umbelliferae) . 7-Demethylsuberosin and columbianetinwere obtained from Angelica gigas for the first time. Chernotaxonornic difference about coumarins com-ponents between the roots of Angelica gigas and those of A. acutiloba is also discussed.

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Coumarins and Chromones from Angelica genuflexa

  • An, Ren-Bo;Park, Bo-Young;Kim, Jung-Hee;Kwon, Ok-Kyoung;Lee, Joong-Ku;Min, Byung-Sun;Ahn, Kyung-Seop;Oh, Sei-Ryang;Lee, Hyeong-Kyu
    • Natural Product Sciences
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    • v.11 no.2
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    • pp.79-84
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    • 2005
  • Thirteen compounds were isolated from the roots of Angelica genuflexa through repeated silica gel column chromatography. Nine coumarins, isoimperatorin (1), osthol (2), demethylsuberosin (3), oxypeucedanin (4), heraclenin (5), pabulenol (7), umbelliferone (8), oxypeucedanin hydrate (9) and marmesinin (11), and four chromones, hamaudol (6), cimifugin (10), sec-O-glucosylhamaudol (12) and prim-O-glucosylcimifugin (13), were identified by physicochemical and spectroscopic analysis. Among these, compounds 3, 5, 6, 8, 12, and 13 were isolated for the first time from the roots of Angelica genuflexa. These coumarins and chromones were examined for their anticomplement activity. Demethylsuberosin (3) showed a weak anticomplement activity with an $IC_{50}$ value of $390\;{\mu}M$.

Geographical Classification of Angelica gigas using UHPLC-DAD Combined Multivariate Analyses (UHPLC-DAD 및 다변량분석법을 이용한 참당귀의 산지감별법 연구)

  • Kim, Jung-Ryul;Lee, Dong Young;Sung, Sang Hyun;Kim, Jinwoong
    • Korean Journal of Pharmacognosy
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    • v.44 no.4
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    • pp.332-335
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    • 2013
  • Geographical classification of A. gigas was performed in the present study using UHPLC-DAD combined with multivariate data analysis techniques. Six active constituents were isolated from A. gigas; nodakenin, marmesin, decursinol, demethylsuberosin, decursin and decursinol angelate. One hundred sixty eight A. gigas samples were simultaneously determined using UHPLC-DAD. A principal component analysis (PCA) and partial least square discriminant analysis (PLS-DA) was used to classify the samples according to geographical origins (Korea and China). The origins of A. gigas from Korea and China were correctly classified by 81.6% and 93.8% using PLS-DA Y prediction. This result demonstrates the potential use of UHPLC-DAD combined with multivariate analysis techniques as an accurate and rapid method to classify A. gigas according to their geographical origin.

Studies on chemical constituents form roots of Angelica koreana

  • An, Ren-Bo;Min, Byung-Sun;Lee, Joong-Ku;Park, Bo-Young;Kim, Tae-Jin;Lee, Hyeong-Kyu
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.197.1-197.1
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    • 2003
  • To investigate biological active constituents from natural products, we have studied the roots of Angelica koreana Max. (Umbelliferae). Fifteen compounds were isolated from the MeOH extract by column chromatography on a silica gel. The compounds were identified as isoimperatorin, oxypeucedanin, oxypeucedanin hydrate, osthol, nodakenin, 2-hydroxy-4-methylacetophenone, cimifugin, falcarindiol, heraclenin, pabulenol, umbelliferone, demethylsuberosin, hamaudol, sec-O-glucosylhamaudol, and prim-O-glucosylcimifugin, respectivelv, by spectroscopic means. Among these, the latter eight compounds were isolated for the first time form this plant.

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Antibacterial compounds against fish pathogenic bacteria from a combined extract of Angelica gigas and Artemisia iwayomogi and their quantitative analyses

  • Lim, Jae-Woong;Kim, Na Young;Seo, Jung-Soo;Jung, Sung-Hee;Kang, So Young
    • Fisheries and Aquatic Sciences
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    • v.24 no.10
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    • pp.319-329
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    • 2021
  • In the search for antibiotic alternatives from safe and effective medicinal plants against fish pathogenic bacteria, we found that a combined extract (CE) of 1:1 (w/w) ratio of Angelica gigas Nakai roots and aerial parts of Artemisia iwayomogi Kitamura showed antibacterial activity against the fish pathogenic bacteria. By antibacterial activity-guided fractionations and isolations, five compounds were isolated and identified as decursinol angelate (1), decursin (2), xanthotoxin (3), demethylsuberosin (4), and 2,4-dihydroxy-6-methoxyacetophenone (5) through spectroscopic analyses, such as nuclear magnetic resonance (NMR) and mass spectrometry (MS). Among the compounds, 1 and 2 showed the highest antibacterial activities against Streptococcus iniae and Vibrio anguillarum, showing minimum inhibitory concentrations (MICs) of 62.5-250 ㎍/mL. Compounds 3, 4, and 5 were also found to be active, with MICs of 31.25-1,000 ㎍/mL for those strains. Furthermore, active compounds, 1 and 2 in CE were simultaneously quantified using high-performance liquid chromatography-tandem MS (HPLC-MS/MS). The average contents of 1 and 2 in CE was 3.68% and 6.14%, respectively. The established method showed reliable linearity (r2 > 0.99), good precision, accuracy, and specificity with intra- and inter-day variations of < 2 % and recoveries of 90.13%-108.57%. These results may be helpful for establishing the chemical profile of CE for its commercialization as an antibiotic alternative in aquaculture.