• Title/Summary/Keyword: HSQC

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Antioxidant Activity of Fruits of Ligustrum japonicum (여정실의 항산화 활성)

  • Seo, Youngwan;Kim, Hojun
    • Ocean and Polar Research
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    • v.39 no.2
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    • pp.115-124
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    • 2017
  • The objective of this study is to evaluate the antioxidant activity of the fruits of Ligustrum japonicum. The crude extract was successively fractionated into n-hexane, 85% aqueous methanol (85% aq.MeOH), n-butanol (n-BuOH), and water fractions by means of solvent polarity. The crude extract and its solvent fractions were evaluated for their antioxidant effect by four different assay systems: scavenging power on peroxynitrite and intralcellular ROS produced in HT-1080 cells; DNA oxidation inhibition; ferric reducing antioxidant power (FRAP). The n-BuOH fraction exhibiting potent antioxidant activity was further purified by C18 silica gel column chromatography and RP-HPLC to give tyrosol (1) and salidroside (2). The structure of isolated compounds was determined by extensive 2 D NMR experiments such as $^1H$ COSY, NOESY, HSQC and HMBC as well as by comparison with the published spectral data.

A New Steroidal Glycoside from Allium macrostemon Bunge

  • Kim, Yun Sik;Cha, Joon Min;Kim, Dong Hyun;Lee, Tae Hyun;Lee, Kang Ro
    • Natural Product Sciences
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    • v.24 no.1
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    • pp.54-58
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    • 2018
  • A phytochemical investigation of Allium macrostemon Bunge (Liliaceae) afforded the new pregnane steroidal glycoside, named allimacroside F (1), along with three known glycosides, benzyl-O-${\alpha}-{\text\tiny{L}}$-rhamnopyranosyl-($1{\rightarrow}6$)-${\beta}-{\text\tiny{D}}$-glucopyranoside (2), phenylethyl-O-${\alpha}-{\text\tiny{L}}$-rhamnopyranosyl-($1{\rightarrow}6$)-${\beta}-{\text\tiny{D}}$-glucopyranoside (3), (Z)-3-hexenyl-O-${\alpha}-{\text\tiny{L}}$-rhamnopyranosyl-($1{\rightarrow}6$)-${\beta}-{\text\tiny{D}}$-glucopyranoside (4). The identification and structural elucidation of a new compound (1) was carried out based on spectral data analyses ($^1H-NMR$, $^{13}C-NMR$, $^1H-^1H$ COSY, HSQC, HMBC, and NOESY) and HR-FAB-MS.

지초뿌리 유래의 기능성 물질의 탐색

  • 문영환;조정용;위지향;문제학;박근형
    • Proceedings of the Korean Society of Postharvest Science and Technology of Agricultural Products Conference
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    • 2003.10a
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    • pp.134.2-135
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    • 2003
  • 지초(Lithospermum efthrorhizon)뿌리는 예로부터 한방약제로 이용되어져 왔으며, 지초 뿌리에 함유된 naphtoquinon계 색소물질인 shikonin은 항암, 항균, 항바이러스, 항염증 등의 효과가 있다고 보고되었다. 그러나 지초뿌리에 함유된 기능성 물질에 관한 연구는 미비한 실정이다. 이에 본 연구에서는 지초뿌리에서 기능성 물질의 탐색 및 기능성 해명연구를 위하여 지초뿌리를 ethanol로 추출한 후 이 추출물을 n-hexane, EtOAc, MeOH로 순차적으로 추출하여 MeOH추출물을 얻었다. 이 MeOH추출물을 silica gel adsorption column chromatography, ODS column chromatography, Sephadex LH-20 column chromatography로 순차 정제한 후 Shodex Asahipak column을 이용한 GPC-HPLC에 의해 활성 물질을 분리하였다. 분리된 물질들은 1H-NMR, 13C-NMR, COSY, HSQC, HMBC, FAB-MS 등의 기기분석을 통해 당 관련 화합물인 것으로 판명되었다.

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Two New Phenolic Glycosides from Curculigo orchioides

  • Zuo, Ai-Xue;Shen, Yong;Jiang, Zhi-Yong;Zhang, Xue-Mei;Zhou, Jun;Lu, Jun;Chen, Ji-Jun
    • Bulletin of the Korean Chemical Society
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    • v.32 no.3
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    • pp.1027-1029
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    • 2011
  • Two new phenolic glycosides were isolated from the rhizomes of Curculigo orchioides Gaertn.. Based on comprehensive spectroscopic analyses including IR, MS, 1D- and 2D NMR (COSY, HSQC, and HMBC), their structures were elucidated as 3-hydroxyl-5-methyphenol-1-O-[${\beta}$-D-glucopyranosyl-($1{\rightarrow}3$)-${\beta}$-D-glucopyranoside (1) and 1',3'-dimethoxyl-4-hydroxyalangifolioside (2).

Cytotoxic Polyketides from the Marine Sponge Discodermia calyx

  • Shinde, Pramod B.;Mansoor, Tayyab A.;Luo, Xuan;Hong, Jong-Ki;Lee, Chong-O.;Jung, Jee-H.
    • Bulletin of the Korean Chemical Society
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    • v.28 no.6
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    • pp.990-994
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    • 2007
  • Bioassay-guided fractionation of the MeOH extract from the sponge Discodermia calyx collected off the coast of Jeju Island, South Korea, led to the isolation of a polyketide, icadamide C (1), along with previously reported theopederin K (3). Structure elucidation was performed by a combination of high resolution mass and 2D-NMR (principally COSY, HMBC, HSQC, and NOESY) spectroscopy. Stereochemistry of compound 1 was determined as 2R*, 3R*, 6R*, 10S*, 11S*, 12R*, 13S*, 15R* and 2'S by NMR data and Marfey analysis. Isolated metabolites displayed potent cytotoxic activity against a small panel of five human solid tumor cell lines with ED50 values of less than 0.1 μg/mL.

Flavonoid Glycosides from the Flowers of Pulsatilla koreana Nakai

  • Seo, Kyeong-Hwa;Jung, Jae-Woo;Nhan, Nguyen Thi;Lee, Youn-Hyung;Baek, Nam-In
    • Natural Product Sciences
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    • v.22 no.1
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    • pp.41-45
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    • 2016
  • Extraction and fractionation of Pulsatilla koreana flowers followed by, repeated open column chromatography for EtOAc and n-BuOH fractions yielded four flavonoid glycosides, namely, astragalin (1), tiliroside (2), buddlenoide A (3), and apigenin-7-O-(3"-E-p-coumaroyl)-glucopyranoside (4). The chemical structures of these flavonoid glycosides were elucidated on the basis of various spectroscopic methods including electronic ionization mass spectrometry (EI-MS), 1D NMR ($^1H$, $^{13}C$, DEPT), 2D NMR (gCOSY, gHSQC, gHMBC), and infrared (IR) spectrometry. This study represents the first report of the isolation of the flavonoid glycosides from the flowers of P. koreana.

Steroidal Saponins from Dracaena humilis (Dracaenaceae) and their Chemotaxonomic Significance

  • Mouzie, Cedric Mbiesset;Ponou, Beaudelaire Kemvoufo;Fouedjou, Romuald Tematio;Teponno, Remy Bertrand;Tapondjou, Leon Azefack
    • Natural Product Sciences
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    • v.27 no.2
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    • pp.122-127
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    • 2021
  • A new steroidal saponin, (23S,24S)-spirosta-5,25(27)-diene-1𝛽,3𝛽,23,24-tetrol 1-O-((2,3-diacetyl-α-L-rhamnopyranosyl)-(1→2)-[𝛽-D-xylopyranosyl-(1→3)]-α-L-arabinopyranoside)-24-O-𝛽-D-glucopyranoside (humilisoside) together with the known 𝛽-sitosterol 3-O-glucopyranoside, adenosine, dioscin, and methylprotodioscin were isolated from the leaves of Dracaena humilis. Their structures were elucidated by spectral techniques including mass spectrometry (ESIMS, HRESIMS, tandem MS-MS), 1D NMR (1H, 13C NMR), 2D NMR (HSQC, 1H-1H COSY, HMBC, NOESY), chemical method as well as by comparison with spectroscopic data reported in the literature. The chemotaxonomic significance of the isolation of these compounds is discussed. This is the first report on the phytochemical investigation of D. humilis.

Identification of NMR Data for ginsenoside Rg1 (Ginsenoside Rg1의 NMR 데이터 동정)

  • Lee, Dae-Young;Cho, Jin-Gyeong;Lee, Min-Kyung;Lee, Jae-Woong;Park, Hee-Jeong;Lee, Youn-Hyung;Yang, Deok-Chun;Baek, Nam-In
    • Journal of Ginseng Research
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    • v.32 no.4
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    • pp.291-299
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    • 2008
  • The fresh ginseng roots were extracted in aqueous methanol (MeOH), and the obtained extracts were partitioned using ethyl acetate (EtOA), n-butanol (n-BuOH), and water, successively. The repeated silica gel column chromatography for n-BuOH fraction afforded a purified ginsenoside $Rg_1$. The physico-chemical, spectroscopic and chromatographic data of ginsenoside $Rg_1$, such as crystallization characteristics, melting point, specific rotation, infrared spectrometry (IR) data, fast atom bombardment/mass spectrometry (FAB/MS) data, nuclear magnetic resonance (NMR) data, retention factor (Rf) in thin layer chromatography (TLC) experiment, and retention time (r.t.) in HPLC analysis, were measured and compared with those reported in literatures. Especially, the previous literatures reported different data for ginsenoside $Rg_1$ in the $^{1}H-$ and $^{13}C$-NMR experiments. This paper gives the exactly assigned NMR data through 2D-NMR experiments, such as $^{1}H-^{1}H$ correlation spectroscopy (COSY), hetero nuclear single quantum correlation (HSQC), and hetero nuclear multiple bond connectivity (HMBC).

Lipolysis Effect of Daucosterol Isolated from Mulberry (Morus alba) Leaves (뽕잎으로부터 순수분리한 daucosterol의 lipolysis 효과)

  • Li, Ke;Lee, Mi Lim;Que, Lu;Li, Mae;Kang, Jum Soon;Choi, Yung Hyun;Kim, Kyung Mi;Jung, Jae-Chul;Hwang, Dae Youn;Choi, Young Whan
    • Journal of Life Science
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    • v.27 no.12
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    • pp.1500-1506
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    • 2017
  • Plants are reservoirs of naturally occurring chemical compounds and of structurally diverse bioactive molecules. The aim of this investigation was to screen for the presence of phytochemicals responsible for the lipolysis activity in mulberry (Morus alba) leaves, which are important in traditional Asian medicinal plants. Powdered mulberry leaves were extracted with hexane, ethyl acetate, and methanol. Daucosterol was isolated from the EtOAc extract of mulberry leaves, and its structure was elucidated by NMR spectral analyses. The NMR assignments for the compound were determined using $^1H$, $^{13}C$, DEPT, COSY, HSQC, and HMBC NMR spectral data. Daucosterol showed a concentration-dependent lipolysis activity that may impart medicinal properties that can be exploited by medical practitioners for the treatment of various diseases. However, further studies should be conducted to elucidate additional mechanisms of daucosterol.