• Title/Summary/Keyword: methylene chloride extract

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Isolation and Identification of an Unauthorized Tadalafil Analogue in a Commercial Functional Food (시판 기능성식품으로부터의 타다라필 유도체 부정첨가물질의 분리 및 구조규명)

  • Baek, Du-Jong
    • YAKHAK HOEJI
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    • v.54 no.4
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    • pp.240-243
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    • 2010
  • High-performance liquid chromatography (HPLC) screening method revealed that a propolis product marketed as a functional food contained an undeclared substance similar to tadalafil, the active ingredient of the prescription drug Cialis$^{(R)}$ approved for the treatment of male erectile dysfunction. In order to identify the illegal additive, the propolis product was extracted with methylene chloride, and the extract was purified further using semipreparative HPLC. The chemical structure of the isolated substance was elucidated based on IR, LC/MS-ESI, and $^1H$- and $^{13}C$-NMR spectroscopy, which showed the characteristics similar to tadalafil. The only difference was the substitution of the methyl group at the piperazinedione ring of tadalafil to the amino group of the identified illegal additive.

Inhibition of HIV-1 Replication by Extract of Coptis chinensis (황련추출물에 의한 HIV-1 복제 저해)

  • 송만기;이안휘;김영호;이정준;성영철
    • Biomolecules & Therapeutics
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    • v.3 no.2
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    • pp.111-115
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    • 1995
  • Natural products, total number of 175, were screened to test for their effect on the replication of human immunodeficiency virus type 1 (HIV-1). Five of them, such as Eriobotrya japonica, Eugenia caryphyllata, Cuscuta chinensis, Glycyrrhiza uralensis, and Coptis chinensis were shown to be effective in inhibiting the replication of HIV-1 in tissue culture and their selectivity indexes were 42, 40, 14, 18 and 65, respectively. To further fractionate Coptis chinensis, which is shown to be highest anti-HIV-1 activity, methanol extracts of Coptis chinensis were fractionated into methylene chloride at pH3, pH10 and water residue. The selectivity Indexes of CH$_2$C1$_2$(pH 3), CH$_2$C1$_2$(pH 10) and water residue were 50, 22 and 98 respectively. Our results show that the water residue of Coptis chinensis was the most effective for anti-HIV-1 activity.

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Pentacyclic Triterpenoids and Their Cytotoxicity from the Stem Bark of Styrax japonica S. et Z.

  • Kim, Mi-Ran;Lee, Hyang-Hee;Hahm, Kyung-Soo;Moon, Young-Hee;Woo, Eun-Rhan
    • Archives of Pharmacal Research
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    • v.27 no.3
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    • pp.283-286
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    • 2004
  • The methylene chloride soluble fraction of MeOH extract from the stem bark of Styrax japonica S. et Z. (Styracaceae) showed significant cytotoxicity by SRB method against five human tumor cell lines. Four known pentacyclic triterpenoids, oleanolic aldehyde acetate (1), erythrodiol-3-acetate (2), euphorginol (3), and anhydrosophoradiol -3-acetate (4) were isolated by activity-guided fractionation. Their structures were determined by chemical and spectral analysis. Compounds 1-4 were isolated from S. japonica for the first time.

Inhibitory Constituents of LPS-induced Nitric Oxide Production from Arctium lappa

  • Park, So-Young;Hong, Seong-Su;Han, Xiang-Hua;Ro, Jai-Seup;Hwang, Bang-Yeon
    • Natural Product Sciences
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    • v.11 no.2
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    • pp.85-88
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    • 2005
  • The methanolic extract from the seeds of Arctium lappa was found to inhibit the LPS-induced nitric oxide (NO) production in murine macrophage RAW264.7 cells. Bioassay-guided fractionation of a methylene chloride soluble fraction led to the isolation of three lignan compounds, arctiin (1), arctigenin (2), and lappaol B (3). Their structures were elucidated by UV, IR, MS, and NMR data, as well as by comparison with those of the literatures. Arctigenin (2) and lappaol B (3) had an iNOS inhibitory activity with $IC_{50}$ values of 12.5 and $25.9\;{\mu}M$, respectively.

Guaiane Sesquiterpenoids from Torilis japonica and Their Cytotoxic Effects on Human Cancer Cell Lines

  • Park Hye Won;Choi Sang-Un;Baek Nam-In;Kim Sung-Hoon;Eun Jae Soon;Yang Jae Heon;Kim Dae Keun
    • Archives of Pharmacal Research
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    • v.29 no.2
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    • pp.131-134
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    • 2006
  • A new compound 2 and two known guaiane-type sesquiterpenoids were isolated from the methylene chloride-soluble fraction of the methanolic extract of the fruits of Torilis japonica (Umbelliferae) through repeated silica gel and Sephadex LH-20 column chromatography. Their chemical structures were elucidated as torilin (1), 11-acetoxy-8-angeloyloxy-$1{\beta}$-hydroxy-4-guaien-3-one ($1{\beta}$-hydroxytorilin, 2), and 11-acetoxy-8-angeloyloxy-$1{\alpha}$-hydroxy-4-guaien-3-one ($1{\alpha}$-hydroxytorilin, 3) by spectroscopic analysis. Compounds 1-3 exhibited cytotoxicity against human A549, SK-OV-3, SK-MEL-2, and HCT15 tumor cells.

Determination of Icing Inhibitors (Ethylene Glycol Monomethyl Ether and Diethylene Glycol Monomethyl Ether) in Ground Water by Gas Chromatography-Mass Spectrometry

  • Shin, Ho-Sang;Jung, Dong-Gyun
    • Bulletin of the Korean Chemical Society
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    • v.25 no.6
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    • pp.806-808
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    • 2004
  • A gas chromatography/mass spectrometric assay method has been developed for the simultaneous determination of icing inhibitors, ethylene glycol monomethyl ether and diethylene glycol monomethyl ether in ground water contaminated with JP-8. Ethylene glycol monobutyl ether and ethylene glycol monoethyl ether were used as the internal standard and surrogate, respectively. 100 mL of ground water was extracted twice with 20 mL of methylene chloride. The extract was concentrated to dryness, dissolved with 100 ${\mu}$L of methanol and analyzed by GC-MS (SIM). The use of an Innowax column gave the peaks good chromatographic properties, and the extraction of these compounds from samples gave recoveries of about 50% with small variations. The method detection limits of the target compounds were in a range of 0.5-0.8 ng/mL in ground water.

A New Sesquiterpene Lactone from Artemisia rubripes Nakai

  • Lee, Kyu-Ha;Min, Yong-Deuk;Choi, Sang-Zin;Kwon, Hak-Cheol;Cho, Ock-Ryun;Lee, Kang-Choon;Lee , Kang-Ro
    • Archives of Pharmacal Research
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    • v.27 no.10
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    • pp.1016-1019
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    • 2004
  • The chromatographic separation of a methylene chloride extract of Artemisia rubripes led to the isolation of a new sesquiterpene lactone (3), together with four known compounds, a coumarin (2) and three terpenes (1, 4, and 5). Their structures were characterized to be $1{\beta},6{\alpha}$- dihydroxy-4(15)-eudesmene (1), scopoletin (2), $1{\alpha},4{\beta}-dihydroxy-8{\alpha}$-acetoxy-guaia-2,10(14), 11(13)-triene-6,12-olide (3), $1{\alpha},4{\beta}$ -dihydroxy-8${\alpha}$-acetoxy-guaia-2,9,11(13)-triene-6,12-olide (4), and $\beta$ -sitosterol-3-O-${\beta}$-D-glycoside (5) by spectroscopic means.

Screening of Medicinal Herbs for Inhibitory Activity against Protein Tyrosine Phosphatase 1B (생약의 Protein Tyrosine Phosphatase 1B 저해활성 검색)

  • Lee, Woo-Jung;Kim, Su-Nam;Yoon, Goo
    • Korean Journal of Pharmacognosy
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    • v.41 no.3
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    • pp.227-231
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    • 2010
  • Protein tyrosine phosphatase 1B (PTP1B) is predicted to be therapeutic target in treatment of type 2 diabetes and obesity. Thus, in order to search for PTP1B inhibitors, we screened the inhibitory activity of PTP1B in the water extracts of 84 medicinal herbs. Among them, the extracts of Pini Folium, Magnoliae Cortex, Artemisiae asiaticae Herba, Schizonepetae Herba, Menthae Herba, Mume Fructus, Cimicifugae Rhizoma, and Amomi Cardamomi Fructus showed relatively significant (58-68%) inhibitory activity against PTP1B. Especially, the methylene chloride fraction of the methanol extract of Menthae Herba (81% inhibition at 30 ${\mu}g$/ml) showed more potent inhibitory activity against PTP1B than others.

Anti-oxidative Effect of Piperine from Piper nigrum L. in Caenorhabditis elegans

  • Park, Hyun Mee;Kim, Jun Hyeong;Kim, Dae Keun
    • Natural Product Sciences
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    • v.25 no.3
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    • pp.255-260
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    • 2019
  • Piper nigrum L. (Piperaceae), which is a well-known food seasoning, has been used as a traditional medicine for the treatment of vomiting, abdominal pain, diarrhea and anorexia in Korea, China and Japan. Methanol extract from the fruit of P. nigrum was successively partitioned as n-hexane, methylene chloride, ethyl acetate, n-butanol and $H_2O$ soluble fractions. Among those fractions the ethyl acetate soluble fraction showed the most potent DPPH radical scavenging activity, and piperine was isolated from the ethyl acetate fraction. To know the antioxidant activity of piperine, we tested the activities of superoxide dismutase (SOD) and catalase together with oxidative stress tolerance and intracellular ROS level in Caenorhabditis elegans. To investigate whether piperine-mediated increased stress tolerance was due to regulation of stress-response gene, we quantified SOD-3 expression using transgenic strain including CF1553. Consequently, piperine enhanced SOD and catalase activities of C. elegans, and reduced intracellular ROS accumulation in a dose-dependent manner. Moreover, piperine-treated CF1553 worms exhibited significantly higher SOD-3::GFP intensity.

Antimicrobial effects of ocotillone isolated from the stem bark of Ailanthus altisshima

  • Lee, Dong-Gun;Chang, Young-Su;Park, Yoon-Kyung;Hahm, Kyung-Soo;Hee, Moon-Young;Woo, Eun-Rhan
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.371.2-371.2
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    • 2002
  • Bioassay-directed chromatographic fractionation of a methylene chloride extract of Ailanthus altisshima indicated the presence of 20(S). 24(R), epoxy-25-hydroxydammarane-3-one(compound 1. ocotillone). which was isolated from this plant for the first time. Antimicrobial activity of compound 1 was measured by its degree of growth inhibition against bacterial and fungal cells and by a hemolytic assay with human erythrocytes, respectively. (omitted)

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