• 제목/요약/키워드: Furofuran

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A New Furofuran Lignan from Geranium thunbergii Sieb. et Zuccc.

  • Liu, Qing-He;Jeong, Ji-Eun;Choi, Eun-Jin;Moon, Young-Hee;Woo, Eun-Rhan
    • Archives of Pharmacal Research
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    • 제29권12호
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    • pp.1109-1113
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    • 2006
  • A new furofuran lignan, 4-hydroxykobusin (3), together with known lignans, kobusin (1), and 7,7'-dihydroxybursherenin (2), were isolated from the whole plant of Geranium thunbergii Sieb. et Zucc (Geraniaceae). The structures were determined based on the spectral data and a comparison with the published data. This is the first report of the presence of furofuran lignan in Geranium species.

A New Furofuran Lignan with Antioxidant and Antiseizure Activities from the Leaves of Petasites japonicus

  • Min Byung-Sun;Cui Hui Song;Lee Hyeong-Kyu;Sok Dai-Eun;Kim Mee Ree
    • Archives of Pharmacal Research
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    • 제28권9호
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    • pp.1023-1026
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    • 2005
  • A new furofuran lignan (1) was isolated from the n-butanol fraction of the methanolic extract of the leaves of Petasites japonicus (Sieb. et Zucc.) Maxim. (Compositae). The structure of compound 1 was determined to be $2{\alpha}-(4'-hydroxy-3'-methoxyphenyl)-6{\alpha}-(4"-hydroxy-3"-methox­yphenyl)-8{\alpha}-hydroxy-3, 7-dioxabicyclo[3.3.0]octane\;4'-O-({\beta}-D-glucopyranoside)$ by spectroscopic methods including 2D-NMR. In further studies, it was found that the compound 1 expressed an antioxidant activity in DPPH radical scavenging assay, and moreover, ameliorated the seizure in kainic acid-treated mice.

NMR Assignments of Two Furofuran Lignans from Sesame Seeds

  • Kang, Sam-Sik;Kim, Ju-Sun;Jung, Jee-Hyung;Kim, Young-Hee
    • Archives of Pharmacal Research
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    • 제18권5호
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    • pp.361-363
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    • 1995
  • Two furofuran lignans, sesamolin and sesangolin were isolated from the seeds of Sesamum indicum and S.angolense, respectively. Detailed analysis of the $^1H-and^{13}C-NMR$ spectra of these lignans was carried out by the application of two-dimensional $^1H-^1/H\; COSY\; and^1/H^{13}C$ multiple-bond, multiple-quantum spectroscopic correlation techniques.

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A Density Functional Study of Furofuran Polymers as Potential Materials for Polymer Solar Cells

  • Xie, Xiao-Hua;Shen, Wei;He, Rong-Xing;Li, Ming
    • Bulletin of the Korean Chemical Society
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    • 제34권10호
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    • pp.2995-3004
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    • 2013
  • The structural, electronic, and optical properties of poly(3-hexylthiophene) (P3HT) have been comprehensively studied by density functional theory (DFT) to rationalize the experimentally observed properties. Rather, we employed periodic boundary conditions (PBC) method to simulate the polymer block, and calculated effective charge mass from the band structure calculation for describing charge transport properties. The simulated results of P3HT are consistent with the experimental results in band gaps, absorption spectra, and effective charge mass. Based on the same calculated methods as P3HT, a series of polymers have been designed on the basis of the two types of building blocks, furofurans and furofurans substituted with cyano (CN) groups, to investigate suitable polymers toward polymer solar cell (PSC) materials. The calculated results reveal that the polymers substituted with CN groups have good structural stability, low-lying FMO energy levels, wide absorption spectra, and smaller effective masses, which are due to their good rigidity and conjugation in comparison with P3HT. Besides, the insertion of CN groups improves the performance of PSC. Synthetically, the designed polymers PFF1 and PFF2 are the champion candidates toward PSC relative to P3HT.

Approach to the Total Synthesis of Acanthoside-D

  • Ngoc, Thyen-Truong;Park, Hae-Il
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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    • pp.186.4-187
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    • 2003
  • Acanthoside-D, one of major components of Acanthopanacis Cortex, is known as a ginseng-like substance. it has been known to possess diverse biological effects. Acanthoside-D has a furofuran lignan structure and the synthesis of which poses interesting and often unsolved proplems of stereocontrol. Although a few interesting syntheses providing this natural product have been reported, an intermolecular McMurry coupling - intramolecular Mitsunobu cyclization route has not yet been explored. We report here a short and efficient synthetic pathway to the total synthesis of Acanthoside-D from aryl aldehydes and methyl acrylates via Baylis-Hillman reaction, intermolecular McMurry coupling and intramolecular Mitsunobu cyclization as key reaction.

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Phytochemical Constituents of Geranium eriostemon

  • Chang, Sang-Wook;Kim, Ki-Hyun;Lee, Il-Kyun;Choi, Sang-Un;Lee, Kang-Ro
    • Natural Product Sciences
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    • 제15권3호
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    • pp.151-155
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    • 2009
  • Phytochemical investigation of the MeOH extract of the aerial parts of Geranium eriostemon resulted in the isolation of one triterpene, three furofuran lignans, one syringic acid and four flavonoids. Their chemical structures were characterized by spectroscopic methods to be oleanolic acid (1), (-)-kobusin (2), (-)-eudesmin (3), (+)-magnolin (4), syringic acid (5), quercetin (6), juglanin (7), juglalin (8), and hyperin (9). All compounds (1 - 9) were isolated for the first time from this plant source and the compounds 2 - 4 were reported first from the genus Geranium. Compounds 4 - 6 exhibited moderate cytotoxicity against four human cancer cell lines in vitro using a SRB bioassay.

Phytochemical Constituents of Allium victorialis var. platyphyllum

  • Woo, Kyeong Wan;Lee, Kang Ro
    • Natural Product Sciences
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    • 제19권3호
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    • pp.221-226
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    • 2013
  • Phytochemical investigation of the 80% MeOH extract from the leaves of Allium victorialis var. platyphyllum resulted in the isolation of seventeen compounds; two terpenes, three norsesquiterpenes, one furofuran lignan, and eleven phenolic derivatives. Their chemical structures were characterized by spectroscopic methods to be trans-phytol (1), phytene-1,2-diol (2), icariside B2 (3), (6S,9S)-roseoside (4), sedumoside G (5), pinoresinol-4-O-glucoside (6), 2-methoxy-2-(4'-hydroxyphenyl)ethanol (7), 2-hydroxy-2-(4'-hydroxyphenyl)ethanol (8), Benzyl ${\beta}$-D-glucopyranoside (9), methyl ferulate (10), trans-ferulic acid (11), methyl-p-hydroxycinnamate (12), glucosyl methyl ferulate (13), linocaffein (14), siringin (15), 2-(4-hydroxy-3-methoxyphenyl)-ethyl-O-${\beta}$-Dglucopyranoside (16), and pseudolaroside C (17). All compounds were isolated for the first time from this plant.