• Title/Summary/Keyword: New and known compounds

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Natural Anthraquinone Derivatives from a Marine Mangrove Plant-Derived Endophytic Fungus Eurotium rubrum: Structural Elucidation and DPPH Radical Scavenging Activity

  • Li, Dong-Lil;Li, Xiao-Ming;Wang, Bin-Gui
    • Journal of Microbiology and Biotechnology
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    • v.19 no.7
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    • pp.675-680
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    • 2009
  • There is considerable interest in the isolation of potent radical scavenging compounds from natural resources to treat diseases involving oxidative stress. In this report, four new fungal metabolites including one new bisdihydroanthracenone derivative (1, eurorubrin), two new seco-anthraquinone derivatives [3, 2-O-methyl-9-dehydroxyeurotinone and 4, 2-O-methyl-4-O-(${\alpha}$-D-ribofuranosyl)-9-dehydroxyeurotinone], and one new anthraquinone glycoside [6,3-O-(${\alpha}$-D-ribofuranosyl)-questin], were isolated and identified from Eurotium rubrum, an endophytic fungal strain that was isolated from the inner tissue of the stem of the marine mangrove plant Hibiscus tiliaceus. In addition, three known compounds including asperflavin (2), 2-0-methyleurotinone (5), and questin (7) were also isolated and identified. Their structures were elucidated on the basis of spectroscopic analysis. All of the isolated compounds were evaluated for 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity.

A New Acetophenone of Aerial Parts from Rumex aquatica

  • Yoon, Hwan-Min;Park, Ji-Yeun;Oh, Mi-Hyun;Kim, Kyung-Hee;Han, Jung-Hoon;Whang, Wan-Kyunn
    • Natural Product Sciences
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    • v.11 no.2
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    • pp.75-78
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    • 2005
  • A new acetophenone named rumexin $(3-hydroxy-5-methyl-4-O-{\beta}-D-glucopyranosyl\;acetophenone)$ was isolated from methanolic extract of Rumex aquatica together with eight known compounds, $quercetin-3-O-{\beta}-D-glucuropyranoside$, $musizin-8-O-{\beta}-D-glucopyranoside$, $quercetin-3-O-{\alpha}-L-rhamnoside$, $emodin-8-O-{\beta}- D-glucopyranoside$, caffeic acid, $1-O-caffeoyl-{\beta}-D-glucopyranoside$, 1-methyl caffeic acid, $kaempferol-3-O-{\beta}-D-glucuropyranoside$. All of the above compounds were isolated from Rumex aquatica for the first time, and structures of compounds were established by spectroscopic means.

Isolation and Identification of Bioactive Compounds from the Tuber of Brassica oleracea var. gongylodes

  • Prajapati, Ritu;Seong, Su Hui;Kim, Hyeung Rak;Jung, Hyun Ah;Choi, Jae Sue
    • Natural Product Sciences
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    • v.26 no.3
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    • pp.214-220
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    • 2020
  • Brassica oleracea var. gongylodes (red kohlrabi) is a biennial herbaceous vegetable whose edible bulbotuber-like stem and leaves are consumed globally. Sliced red kohlrabi tubers were extracted using methanol and the concentrated extract was partitioned successively with dichloromethane (CH2Cl2), ethyl acetate (EtOAc), n-butanol (n-BuOH) and water (H2O). Repeated column chromatography of EtOAc fraction through silica, sephadex LH-20 and RP-18 gel led to isolation of eleven compounds of which compound 1 was a new glycosylated indole alkaloid derivative, 1-methoxyindole 3-carboxylic acid 6-O-β-D-glucopyranoside. Others were known compounds namely, β-sitosterol glucoside (4), 5-hydroxymethyl-2-furaldehyde (5), methyl-1-thio-β-D-glucopyranosyl disulfide (6), 5-hydroxy-2-pyridinemethanol (7), (3S,4R)-2-deoxyribonolactone (8), n-butyl-β-D-fructopyranoside (9), uridine (10) and three fructose derivatives, D-tagatose (11), β-D-fructofuranose (12) and β-D-fructopyranose (13). Similarly, isolation from CH2Cl2 fraction gave two known indole alkaloids, indole 3-acetonitrile (2) and N-methoxyindole 3-acetonitrile (3). The structure elucidation and identification of these compounds were conducted with the help of 13C and 1H NMR, HMBC, HMQC, EIMS, HR-ESIMS and IR spectroscopic data, and TLC plate spots visualization. Compounds 2, 3, 4, 5, 6, 7, 8 and 9 are noted to occur in kohlrabi for the first time. Different bioactivities of these isolated compounds have been reported in literature.

Lanostane Triterpenoids from Ganoderma tropicum Collected in Vietnam and Their Nitroblue Tetrazolium Reductive Activity In Vitro

  • Nguyen, Thi Duyen;Nguyen, Minh Khoi;Phan, Nguyen Truong Thang;Duong, Minh Tan;Tran, Viet Hung;Do, Thi Ha
    • Natural Product Sciences
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    • v.26 no.4
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    • pp.334-339
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    • 2020
  • A new compound, 3��-acetoxylanosta-7,9(11),24-triene-26-al (3), and seven known compounds (1 - 2 and 4 - 8) were isolated from Ganoderma tropicum (Jung.) Bres. collected in Tay Nguyen, Vietnam. The structures of these compounds were determined by one- and two-dimensional nuclear magnetic resonance spectroscopy, electrospray ionization mass spectrometry (ESI-MS), and high-resolution ESI-MS, and by comparison with literature data. All of the isolated compounds were tested for nitroblue tetrazolium (NBT) reduction activity in Saccharomyces cerevisiae-stimulated RAW 246.7 cells. Among them, compounds 2 - 4 and 6 - 8 enhanced the NBT reduction in a dose-dependent manner.

Triterpenoid Saponins from Elsholtzia bodinieri

  • Hu, Hao-Bin;Zheng, Xu-Dong;Hu, Huai-Sheng;Jian, Yu-Feng
    • Bulletin of the Korean Chemical Society
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    • v.28 no.9
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    • pp.1519-1522
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    • 2007
  • A new oleanane-type triterpenoid estersaponin, bodinierin C (1), along with two known saponins, mazusaponin I (2) and ciwujianoside C (3), were isolated from the water-soluble part of the root barks of Elsholtzia bodinieri. The structure of bodinierin C was characterized by spectroscopic means and chemical hydrolysis as 3β -Ocaffeoyl- 23-hydroxylechinocystic acid 28-O-α -L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β- D-glucopyranosyl ester. The known compounds were identified by comparing their spectral data with those of authentic samples or data reported in the literature. All compounds were firstly isolated from Elsholtzia bodinieri family.

Chemical Constituents of the Culture Broth of Panus rudis

  • Song, Ja-Gyeong;Ha, Lee Su;Ki, Dae-Won;Choi, Dae-Cheol;Lee, In-Kyoung;Yun, Bong-Sik
    • Mycobiology
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    • v.49 no.6
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    • pp.604-606
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    • 2021
  • In our ongoing search for new secondary metabolites from fungal strains, one novel compound (1) and nine known compounds (2-10) were isolated from the EtOAc-soluble layer of the culture broth of Panus rudis. The culture broth of P. rudis was extracted in acetone and fractionated by solvent partition; column chromatography using silica gel, Sephadex LH-20, and Sephadex G-10; MPLC; and HPLC. The structures of isolated compounds were elucidated by one- and two-dimensional NMR and LC-ESI-mass measurements. One new compound, panepoxydiol (1), and nine known compounds, (E)-3-(3-hydroxy-3-methylbut-1-en-1-yl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-diol (2), isopanepoxydone (3), neopanepoxydone (4), panepoxydone (5), panepophenanthrin (6), 4-hydroxy-2,2-dimethyl-6-methoxychromane (7), 6-hydroxy-2,2-dimethyl-3-chromen (8), 2,2-dimethyl-6-methoxychroman-4-one (9), 3,4-dihydroxy-2,2-dimethyl-6-methoxychromane (10), were isolated from the culture broth of P. rudis. This is the first report of isolation of a new compound panepoxydiol (1) and nine other chemical constituents (2-5, 7-10) from the culture broth of P. rudis.

Phenolic glycosides from Pyrola japonica-(II)

  • Kim, Ju-Sun;Kang, Sam-Sik;Son, Kun-Ho;Chang, Hyeun-Wook;Kim, Hyun-Pyo
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.256.2-256.1
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    • 2003
  • Six known phenolic glycosides. hyperin(2), androsin(3), homoarbutin(4), isohomoarbutin(4a), pirolatin(7) and monotropein(6), together with two new compounds, (1)[mp. 215 - 217$^{\circ}C$, C$\sub$23/H$\sub$32/O$\sub$11/] and (5)[mp. 121 -123$^{\circ}C$, C$\sub$18/H$\sub$26/O$\sub$8/] were isolated from the BuOH fraction of Pyrola japonica(Pyrolaceae). The structures of the known compounds were determined by chemical and spectroscopic methods. (omitted)

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A New Cytotoxic Compound from Methanol Extract of Koordersiodendron pinnatum Merr. Leaves

  • Fajriah, Sofa;Megawati, Megawati;Darmawan, Akhmad;Lotulung, Puspa Dewi N.;Salahuddin, Salahuddin;Hanafi, Muhammad
    • Natural Product Sciences
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    • v.26 no.4
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    • pp.279-282
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    • 2020
  • Chemical investigation of the methanol extract of Koordersiodendron pinnatum Merr. leaves resulted a new naphthalene derivative, (Z)-4-(tetradec-3-enyl)naphthalene-1,2,7-triol (1), together with three known compounds, ��-sitosterol (2), 20-epibryonolic acid (3), and scopoletin (4). The structure of the new compound was elucidated based on spectroscopic evidence. The isolated compounds (1-4) were tested their cytotoxic activities against the P-388 murine leukemia cell line and compound 1 has highest activity with IC50 1.94 μM.

Chemical Constituents of Impatiens balsamina Stems and Their Biological Activities

  • Kim, Dong Hyun;Lee, Tae Hyun;Subedi, Lalita;Kim, Sun Yeou;Lee, Kang Ro
    • Natural Product Sciences
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    • v.25 no.2
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    • pp.130-135
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    • 2019
  • The purification of the MeOH extract from Impatiens basamina by repeated column chromatography led to the isolation of one new tetrahydronaphthalene (1), together with eleven known compounds (2 - 12). The structure of the new compound (1) was determined by spectral data analysis ($^1H$ and $^{13}C$-NMR, $^1H-^1H$ COSY, HSQC, HMBC, NOESY, and HR-ESI-MS). Isolated compounds (1 - 12) were evaluated for their inhibitory effects on NO production in LPS-activated murine microglial BV-2 cells and their effects on NGF secretion from C6 glioma cells. Compounds 3, 7, and 10 reduced NO levels in LPS-activated murine microglial cells with $IC_{50}$ values of 26.89, 25.59, and $44.21{\mu}M$, respectively. Compounds 1, 5, and 9 upregulated NGF secretion to $153.09{\pm}4.66$, $156.88{\pm}8.86$, and $157.34{\pm}3.30%$, respectively.

Diterpenoids from Eragrostis ferruginea (Eragrostis ferruginea에서 추출된 Diterpenoids)

  • 이상래
    • Korean Journal of Plant Resources
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    • v.4 no.2
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    • pp.35-38
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    • 1991
  • Two new diterpene compounds have been isolate from the roots of Eragrostis ferruginea (Thunb.) Beauv. and their structures were elucidated as isopimara-9(11), 15-0ien-l9-ol-3-one and cassa-13(14), 15-diene-3, 12-dione by various spectroscopic me-thods. We have also isolated a known diterpene diol isopimara-9(11). 15-diene-3$\beta$, 19-dio1.

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