• Title/Summary/Keyword: HMBC

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Chemical Constituents from the Aerial Parts of Aster yomena

  • Jin, Qinglong;Ko, Hae Ju;Chang, Young-Su;Woo, Eun-Rhan
    • Natural Product Sciences
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    • v.19 no.3
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    • pp.269-274
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    • 2013
  • Nine terpenoids, spinasterone (1), simiarenol (2), phytol (3), lupeol (4), ${\alpha}$-amyrin (5), $1{\beta},4{\beta}$-dihydroxyeudesman-11-ene (6), 3,7-dihydroxyhumula-4,8(15),10(E)-triene (7), 2,6-dihydroxyhumula-3(12),7(13), 9E-triene (8), 23-hydroxybetulin (9) were isolated from the aerial parts of Aster yomena M. Their structures were identified based on 1D and 2D NMR, including $^1H-^1H$ COSY, HSQC, HMBC and NOESY spectroscopic analyses. Compounds 1 - 9 were isolated from this plant for the first time.

Terpenoids from Citrus unshiu Peels and Their Effects on NO Production

  • Vu, Thi Oanh;Seo, Wonyoung;Lee, Jeong Hyung;Min, Byung Sun;Kim, Jeong Ah
    • Natural Product Sciences
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    • v.26 no.2
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    • pp.176-181
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    • 2020
  • Two new compounds, 3-methyl-but-2-en-1-yl-1-O-β-xylopyranosyl-(1"→2')-O-β-glucopyranoside (1) and 1-O-β-glucopyranosyl-6-hydroxy-2-methyl-hep-2-enoic acid (2), along with sixteen known terpenoids were isolated from the peels of Citrus unshiu Markov. Their structures were elucidated based on extensive NMR analyses (1H NMR, 13C NMR, DEPT, COSY, HMQC, and HMBC) and high-resolution mass spectrometry. In addition, all isolates (1 - 18) were tested their effects on nitric oxide (NO) production in RAW264.7 cells. Limonin (15) showed to inhibit LPS-induced NO production in a concentration-dependent manner without cytotoxicity.

A Gallotannin from Cercidiphyllum japonicum Leaves

  • Lee, Tae-Seong;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.43 no.5
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    • pp.558-565
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    • 2015
  • Katsura tree (Cercidiphyllum japonicum Sieb. Et Zucc) leaves were collected, air-dried and extracted with 70% aqueous acetone, then concentrated and sequentially fractionated using n-hexane, methylene chloride ($CH_2Cl_2$), ethylacetate (EtOAc), and $H_2O$. The EtOAc fraction was chromatographed on a Sephadex LH-20 column with various aqueous MeOH eluting solvents and finally treated with acetone-$H_2O$ (7:3, v/v) to isolate a gallotannin. According to the NMR analysis, including HSQC and HMBC, and with the comparison of authentic literature data, the isolate was elucidated as 6-m-digalloyl-1,2,3,4-tetra-O-galloyl ${\beta}$-D-(+)-glucose, one of hydrolyzable tannins and one of gallotannins. The compound was only gallotannin which was firstly isolated from the extracts of Katsura tree leaves, and has not been reported before in domestic tree sources.

NMR Spectral Analysis of Steroids Isolated from the Sponge Penares incrustans (핵자기공명분광기를 이용한 해면동물 Penares incrustans에서 분리된 스테로이드 화합물의 분석)

  • 서영완
    • Journal of Aquaculture
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    • v.15 no.3
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    • pp.139-143
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    • 2002
  • Saringosterols have been isolated from the sponge Penares incrustans. The structure of these compounds have been determined by extensive 2-D NMR experiments such as $ ^1 H$ COSY, HMQC, and HMBC and by comparison with published data. Assignment for carbons of saringosterols for the first time has been done.

A New Triterpenoid Saponin from the Tropical Marine Sponge Lipastrotethya sp. (열대 해면동물 Lipastrotethya sp.에서 분리된 사포닌 화합물)

  • Eom, Tae-Yang;Lee, Yeon-Ju;Lee, Hyi-Seung
    • Ocean and Polar Research
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    • v.38 no.4
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    • pp.287-294
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    • 2016
  • Marine sponges have been a remarkably rich source of pharmacologically active and structurally diverse natural products. As a part of our continuing search for novel secondary metabolites of biomedical importance from marine invertebrate, we encountered the sponge Lipastrotethya sp. from Chuuk, Micronesia. The crude organic extract of this animal exhibited considerable cytotoxicity against the K562 cell line. Guided by the $^1H$ NMR analysis, flash chromatography of the crude extract followed by HPLC yielded a new triterpene glycoside, along with ten known saponins of the sarasinoside class. The structure of this new compound was determined by combined spectroscopic methods such as COSY, HSQC and HMBC experiment. Among these metabolites, six compounds exhibited moderate cytotoxicity against ACHN, MDA-MB-231, NCI-H23 and NUGC-3 cell lines.

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.

A New Pyrrole Constituent from the Fruits of Lycium chinense

  • Jeon, Wan-Soo;Kim, E. Ray;Chin, Young-Won;Kim, Jin-Woong
    • Natural Product Sciences
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    • v.17 no.3
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    • pp.181-182
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    • 2011
  • Phytochemical investigation of Lycium chinense fruits led to isolation of a new pyrrole compound. The structure of this compound was confirmed as a 5-methoxymethyl-lH-pyrrole-2-carbaaldehyde, a new natural product, by interpretation of 1D ($^1H$, $^{13}C$) and 2D (HMQC, HMBC) spectroscopic data along with HRMS and IR spectroscopic data.

Antibacterial Compound against Pasteurella haemolytica is produced from Streptomyces sp. 51086

  • Kang, Hee-Chol;In- Ja Ryoo;Yun, Bong-Sik;Yu, Seung-Hun;Yoo, Ick-Dong
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1998.11a
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    • pp.129-129
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    • 1998
  • The Pasteurella haemolytica-induced pneumonic lesions are frequently occurred with stress and infection of virus in the cattle. In the course of screening for antimicrobial activity against Pasteurella haemolytica, compound 51086 has been isolated from the fermentation broth of the strain streptomyces sp. The compound 51086 was purified by column chromatography and HPLC, subsequently. The structure of compound 51086 was determined as a hygromycin A by a combination of $^1$H NMR, $\^$l3/C NMR, HMBC, and ESI -MS. This compound showed significant antibacterial activity against P. haemolytica and P. multocidn in Gram-negative bacteria.

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Novel Sesquiterpenoid Compounds from Culture Broth of Stereum hirsutum

  • Cho, Yang-Rae;Yun, Bong-Sik;Lee, In-Kyoung;Lee, Tae-Ho;Yoo, Ick-Dong
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1998.11a
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    • pp.130-130
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    • 1998
  • Two novel compounds SSC1 and SSC2 were isolated from culture broth produced from the strain of Stereum hirsutum by using of YM broth. They were isolated through HP-20 column chromatography, silica gel column chromatography and preparative HPLC, successively. The molecular formulas of SSC1 and SSC2. were determined as C$\sub$15/H$\sub$22/O$_3$ by high resolution EI -mass. The chemical structures of SSC1 and SSC2 were determined as sesquiterpenoid compounds by spectroscopic analysis of UV, IR, $^1$H NMR, $\^$13/C NMR, DEPT, HMQC and HMBC spectrum.

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