• 제목/요약/키워드: NMR spectroscopic analysis

검색결과 205건 처리시간 0.03초

연자육으로부터 식물호르몬 Dihydrophaseic Acid의 분리 및 동정 (Isolation of Dihydrophaseic Acid from Seed Extract of Nelumbo nucifera)

  • 시지희;최연희;유미영;홍경식;이병희;연규환;김영섭;김영균;유시용
    • 생약학회지
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    • 제37권4호
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    • pp.290-293
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    • 2006
  • Phytochemical investigation of the seed extract of Nelumba nucifera Gaerth (Nymphaeaceae) resulted in the isolation of a plant hormon, dihydrophaseic acid (1), a abscisic acid derivative. The chemical structure of 1 was elucidated by 2D-NMR spectroscopic analysis, COSY, DEPT, HMQC and HMBC.

DL-2 하이드록시 3-메틸 부틸산물 배위자로 한 새로운 항암성 백금(II) 착체의 위암세포와 정상신장세포에 대한 선택적 세포독성 (Selective Cytotoxicity of Novel Platinum(II) Coordination Complexes Containing DL-2-Hydroxy 3-Methylbutyric Acid)

  • 정지창;홍언표;최승기;장성구;육창수;노영수
    • Biomolecules & Therapeutics
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    • 제11권2호
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    • pp.91-98
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    • 2003
  • A new series of highly water soluble platinum(II) complexes[Pt(II)(DL-2-hydroxy-3-methylbutyrate)(trans-l-1,2-dimninocyc1ohexane)] (PC-1) and [Pt(II)DL-2-hydroxy-3-methylbutyrate](cis-1,2-diaminocyclohexane)](PC-2) were synthesized and characterized by their elemental analysis and by various spectroscopic techniques [infrared(IR), $^{13}C$-nuclear magnetic resonance (NMR)]. In vitro antitumor activity of new Pt(II)complexes was tested against MKN-45, MKN/ADM and MKN/CDDP human gastric adenocarcinoma cell lines using colorimetric MTT[3-(4,5-dimethyl thiazol-2-yl)-2,5-diphenyltetrazoliumbromide] assay for cell survival and proliferation. PC-1 and PC-2 showed active against MKN-45/P, MKN/ADM and MKN/CDDP human gastric cancer cell lines, and the antitumor activity of these compounds were comparable or superior to that of cisplatin. The nephrotoxicities of PC-1 and PC-2 were found quite less then that of cisplatin using MTT and [$^3H$] thymidine uptake tests in rabbit proximal tubule cells, human kidney cortical cells human renal cortical tissues. Based on these results, these novel platinum(II) complex compounds(PC-1 & PC-2) represent a valuable lead in the development of the new anticancer chemotherapeutic agents capable of improving antitumor activity and low nephrotoxicity.

영릉향으로부터 분리된 Foenumoside B의 부위별 함량비교 연구 (Study on Contents Comparison of Foenumoside B in Different Parts of Lysimachia foenum-graecum)

  • 엄영란;목소연;신재혁;김슬기;조병헌;조용백
    • 생약학회지
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    • 제45권1호
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    • pp.88-92
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    • 2014
  • Lysimachia foenum-graecum (LF) has been used for home remedy of common cold and headache in China. Foenumoside B from LF has been reported for anti-obesity effects. We used foenumoside B as a marker for content evaluation of different parts of LF. Ethanol extract of LF was used for isolation of foenumoside B and purified further by column chromatography. The structure was identified as foenumoside B by interpretation of spectroscopic analysis, including $^1H$-, $^{13}C$-NMR and FT-ICR-MS. High-performance liquid chromatography (HPLC) method was used to compare the quantitative level of foenumoside B in different parts of LF. Foenumoside B contents in the leaf, stem, and aerial part showed significant differences. Contents of foenumoside B was detected highly in the leaf extracts. The results would be useful for efficient extraction of foenumoside B in LF.

Anticholinesterase and Anti-inflammatory Constituents from Beilschmiedia pulverulenta Kosterm

  • Wan Salleh, Wan Mohd Nuzul Hakimi;Ahmad, Farediah;Yen, Khong Heng;Zulkifli, Razauden Mohamed
    • Natural Product Sciences
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    • 제22권4호
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    • pp.225-230
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    • 2016
  • Phytochemical investigation from the stem bark of Beilschmiedia pulverulenta resulted in the isolation of five lignans, (+)-yangambin (1), (+)-sesartemin (2), (+)-excelsin (3), (+)-sesamin (4), and (+)-syringaresinol (5), together with lupeol (6), lupenone (7), ${\beta}-sitosterol$ (8), and ${\beta}-sitostenone$ (9). Their structures were established by the analysis of their spectroscopic (1D and 2D NMR) and spectrometric (MS) data, as well as by comparison with those reported in the literature. The isolated lignans were tested for their anticholinesterase (AChE: acetylcholine esterase and BChE: butyryl cholineesterase) and anti-inflammatory (COX-2: cyclooxygenase-2 and LOX: lipoxygenase) activities. All the isolated lignans (1 - 5) exhibited significant inhibition activities in AChE/BChE and COX-2/LOX assays with $IC_{50}$ values ranging from $168.8-504.2{\mu}M$ and $21.0-59.4{\mu}M$, respectively.

Synthesis, Characterization and Antimicrobial Activity of Zirconium (IV) Complexes

  • Sharma, Shobhana;Jain, Asha;Saxena, Sanjiv
    • 대한화학회지
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    • 제56권4호
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    • pp.440-447
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    • 2012
  • Heteroleptic complexes of zirconium (IV) derived from bulky Schiff base ligands containing a sulphur atom and oximes of heterocyclic ${\beta}$-diketones of the general formula ZrLL' (where $LH_2=RCNH(C_6H_4)SC:C(OH)N(C_6H_5)N:CCH_3$, $R=-C_6H_5$, $-C_6H_4Cl(p)$ and $L^{\prime}H_2=R^{\prime}C:(NOH)C:C(OH)N(C_6H_5)N:CCH_3$, $R^{\prime}=-CH_2CH_3$, $-C_6H_5$, $-C_6H_4Cl(p)$ were prepared by the reactions of zirconium tetrachloride with disodium salts of Schiff bases ($L\;Na_2$) and oximes of heterocyclic ${\beta}$-diketones ($L^{\prime}\;Na_2$) in 1:1:1 molar ratio in dry refluxing THF. The structures of these monomeric zirconium (IV) complexes were elucidated with the help of elemental analysis, molecular weight measurements, spectroscopic (IR, NMR and mass) studies. A distorted trigonal bipyramidal geometry may be suggested for these heteroleptic zirconium (IV) complexes. The ligands (bulky Schiff base ligands containing a sulphur atom and oximes of heterocyclic ${\beta}$-diketones) and their heteroleptic complexes of zirconium (IV) were screened against A. flavus, P. aeruginesa and E. coli.

Anti-Helicobacter pylori Activity of Compounds Isolated from Fraxinus mandshurica Bark

  • Akter, Kazi-Marjahan;Kim, Hye-Jin;Park, Woo Sung;Khalil, Atif Ali Khan;Ahn, Mi-Jeong
    • Natural Product Sciences
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    • 제26권2호
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    • pp.158-164
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    • 2020
  • Helicobacter pylori is a well-known pathogen that is responsible for gastric disorders. Overcoming of the antibiotic-resistance is a main barrier to treat H. pylori infection. In our search for anti-H. pylori compounds from natural resources, bioactivity-guided isolation on the ethyl acetate fraction of Fraxinus mandshurica bark that had shown anti-H. pylori activity gave twelve compounds (1 - 12) of six coumarins, three phenylethanoids, two secoiridoids, and a lignan using silica gel column chromatography, Sephadex-LH 20, and recrystallization. The chemical structures were identified by spectroscopic data analysis, including 1D, 2D NMR, and mass spectrometry. Among them, compounds 2, 10, and 11 showed moderate growth inhibitory activity against three strains of H. pylori, compared with positive controls of quercetin and metronidazole. Compounds 5, 6, 8, and 12 exhibited the inhibitory activity against strains 26695 or 43504. This is the first report on the anti-H. pylori activity of this plant and the isolated compounds.

Purification and Structure Determination of Antifungal Phospholipids from a Marine Streptomyces

  • Cho, Ki-Woong;Seo, Young-Wan;Yoon, Tae-Mi;Shin, Jong-Heon
    • Journal of Microbiology and Biotechnology
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    • 제9권6호
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    • pp.709-715
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    • 1999
  • A series of antifungal compounds were obtained from the methanol extract of the mycelium from marine actinomycetes M428 which was identified as a Stereptomyces species by fatty acid composition and biochemical characteristics. These compounds were purified by combined chromatographic techniques and the structures were characterized with spectroscopic methods including 1D and 2D NMR, and mass spectrometry as sn-l lysophosphatidyl inositols. The side chains were established by chemical degradation followed by GC analysis to be 14-methyl pentadecanoic acid (iso-palmitic acid, i-C16:0, compound A) and 13-methyl tetradecanoic acid (iso-pentadecanoic acid, i-C15:0, compound B). These compounds displayed highly selective antifungal activity against C. albicans with MIC values of $5{\;}\mu\textrm{g}/ml$ (compound A) and $2.5{\;}\mu\textrm{g}/ml$ (compound B), while it had almost negligible antibiotic activity against E. coli and P aerogenosa with MIC value higher than $50{\;}\mu\textrm{g}/ml$ and no cytotoxic activities against human myeloma leukemia K562 ($IC_{50}>100{\;}\mu\textrm{g}/ml$).

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Penidioxolanes A and B, 1,3-Dioxolane Containing Azaphilone Derivatives from Marine-derived Penicillium sp. KCB12C078

  • Kim, Seung Min;Son, Sangkeun;Kim, Jong Won;Jeon, Eun Soo;Ko, Sung-Kyun;Ryoo, In-Ja;Shin, Kee-Sun;Hirota, Hiroshi;Takahashi, Shunji;Osada, Hiroyuki;Jang, Jae-Hyuk;Ahn, Jong Seog
    • Natural Product Sciences
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    • 제21권4호
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    • pp.231-236
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    • 2015
  • Two new azaphilone derivatives containing 1,3-dioxolane moiety, penidioxolanes A (1) and B (2), were isolated from marine-derived fungus Penicillium sp. KCB12C078, together with four known compounds (3-6) by chemical investigation. Compounds 1 - 6 were isolated by combination of silica gel, ODS column chromatography and preparative HPLC. Their structures were determined by analysis of spectroscopic data including 1D-, 2D-NMR, and MS techniques. The isolates were evaluated against cancer cell growth inhibition effects and antimicrobial activity.

1,3-비스페닐치오 프로판을 배위자로 한 백금 (II)착체의 선택적 세포독성 (Selective Cytotoxicity of New Platinum (II) Complex Containing 1,3-Bis-phenylthiopropane)

  • 노영수;윤기주;이경태;장성구;정지창
    • 약학회지
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    • 제43권3호
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    • pp.369-377
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    • 1999
  • A new series of highly water soluble platinum(II) complexes {Pt(II)[1,3-bis(phenylthio) propane](trans- -1,2-diaminocyclohexane) (PC-1) and Pt(II)[1,3-bis-(phenythio)propane] cis-1,2-diaminocyclohexane(PC-2)} were synthesized, and characterized by their elemental analysis and by various spectroscopic techniques[infrared(IR), 13C-nuclear magnetic resonance (NMR)]. In vitro antitumor activity of new Pt(II) complexes was tested against P-388 and L-1210 mouse lymphocytic leukemia cell lines, PC-14 / P, PC-14/ADM and PC-14 / CDDP human pulmonary adenocarcinima, DU-145 human prostate carcinoma, HT-1376 human bladder carcinoma, ZR-75-1 human breast carcinoma, MKN-45/P and MKN-45/CDDP human gastric adenocarcinoma cell lines using colorimetric MTT[3-(4,5-dimethyl thiazol-2-yl)-2.5-diphenyltetrazoliumbromide] assay for cell survival and proliferation. PC-1 showed active against L-1210, P-388 leukemia, human lung, stomach, prostate, bladder and breast cancer cell lines, and the antitumor activity of these compounds were comparable or superior to those of PC-2 and displatin. The nephrotoxicities of PC-1 and PC-2 were found quite less than that of cisplatin using MTT and [3H] thymidine uptake in rabbit proximal tubule cells and human kidney cortical cells. Based on these results, this novel platinum (II) complex compound (PC-1) represents a valuable lead in the development of a new anticancer chemotherapeutic agent capable of improving antitumor activity and low nephrotoxicity.

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Quinolone Alkaloids from Evodiae fructus Inhibit LFA-1/ICAM-1-mediated Cell Adhesion

  • Lee, Seung-Woong;Chang, Jong-Sun;Lim, Ju-Hwan;Kim, Min-Seok;Park, Su-Jin;Jeong, Hyung-Jae;Kim, Min-Soo;Lee, Woo-Song;Rho, Mun-Chual
    • Bulletin of the Korean Chemical Society
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    • 제31권1호
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    • pp.64-68
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    • 2010
  • Four quinolone alkaloids were isolated by bioactivity-guided fractionation from the methanol extracts of Evodiae fructus fruits. Structures of compounds were elucidated by spectroscopic analysis ($^1H$-, $^{13}$C-NMR and MS), as follows: 1-methyl-2-undecyl-4(1H)-quinolone (1), evocarpine (2), dihydroevocarpine (3) and mixture of [1-methyl-2-[(Z)-10-pentadecenyl]-4(1H)-quinolone and 1-methyl-2-[(Z)-6-pentadecenyl]-4(1H)-quinolone] (4). They inhibited the interaction of sICAM-1 and LFA-1 in THP-1 cells at $IC_{50}$ values of >150 (1), 109.8 (2), >150 (3) and $40.9 {\mu}M$ (4), respectively,