• Title/Summary/Keyword: Phenylpropanoids

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Effects of Phenylpropanoid Compounds on Melanin Production in B16 Melanoma Cells (B16 Melanoma 세포에서 Phenylprlopanoid 화합물이 Melanin 생성에 미치는 영향)

  • 박영미;윤미연;김경원;조남영;임혜원;이지윤;이진희;김연정;김창종
    • YAKHAK HOEJI
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    • v.47 no.6
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    • pp.398-403
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    • 2003
  • To investigate the relationship between structure and biological activity of phenylpropanoids, we measured effects of phenylpropanoids on anti-oxidant and whitening activity, In DPPH radical scavenging activity, caffeic acid analogues showed the significant anti-oxidant activity. Although phenylpropanoids did not inhibit purified-tyrosinase activity, they significantly inhibited tyrosinase activity and melanin production in MSH-stimulated B16 melanoma cells. However, phenylpropanoids did not affect tyrosinase expression in MSH-stimulated B16 melanoma cells, which suggest that inhibition of MSH-induced melanin production was due to tyrosinase inhibition mediated via other signal pathways but not expression of tyrosinase. Phenylpropanoids also significantly inhibited both hyaluronidase and elastase activity, suggesting that phenylpropanoids may be used as whitening, hydration and anti-wrinkling agents. Hydroxyl residue of aromatic ring in phenylpropanoids plays an important role in anti-oxidant and whitening activity.

Whitening Activity of Phenylpropanoid Compounds

  • Yoon, Mi-Yun;Park, Young-Mi;Lee, Jin-Hee;Kim, Youn-Joung;Kim, Chang-Jong;Sim, Sang-Soo
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.123.3-124
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    • 2003
  • To investigate the relationship between structure and biological activity of phenylpropanoids, we measured effects of phenylpropanoids on anti-oxidant and whitening activity. In DPPH radical scavenging activity, caffeic acid analogues had anti-oxidant activity in a dose-dependent manner. Although phenylpropanoids did not inhibit purified tyrosinase activity, they significantly inhibited tyrosinase activity and melanin production in MSH-stimulated B16 melanoma cells. (omitted)

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Phenolic Compound from Lepisorus thunbergianus (일엽초의 페놀성 물질)

  • Lee, Min-Won
    • Korean Journal of Pharmacognosy
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    • v.29 no.2
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    • pp.142-145
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    • 1998
  • Two phenylpropanoids and one flavan 3-ol were isolated from Lepisorus thunbergianus (Polypodiaceae, fern), which is used as folkmedicine. Phenylpropanoids were identified as caffeic acid and chlorogenic acid, and flavan 3-ol was elucidated as (-)-epicatechin 7-O-${\beta}$-D-glucoside by physico-chemical and spectral evidences (HMQC, NOESY).

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Phenylpropanoids of Plant Origin as Inhibitors of Biofilm Formation by Candida albicans

  • Raut, Jayant Shankar;Shinde, Ravikumar Bapurao;Chauhan, Nitin Mahendra;Karuppayil, Sankunny Mohan
    • Journal of Microbiology and Biotechnology
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    • v.24 no.9
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    • pp.1216-1225
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    • 2014
  • Biofilm-related infections of Candida albicans are a frequent cause of morbidity and mortality in hospitalized patients, especially those with immunocompromised status. Options of the antifungal drugs available for successful treatment of drug-resistant biofilms are very few, and as such, new strategies need to be explored against them. The aim of this study was to evaluate the efficacy of phenylpropanoids of plant origin against planktonic cells, important virulence factors, and biofilm forms of C. albicans. Standard susceptibility testing protocol was used to evaluate the activities of 13 phenylpropanoids against planktonic growth. Their effects on adhesion and yeast-to-hyphae morphogenesis were studied in microplate-based methodologies. An in vitro biofilm model analyzed the phenylpropanoid-mediated prevention of biofilm development and mature biofilms using XTT-metabolic assay, crystal violet assay, and light microscopy. Six molecules exhibited fungistatic activity at ${\leq}0.5mg/ml$, of which four were fungicidal at low concentrations. Seven phenylpropanoids inhibited yeast-to-hyphae transition at low concentrations (0.031-0.5 mg/ml), whereas adhesion to the solid substrate was prevented in the range of 0.5-2 mg/ml. Treatment with ${\leq}0.5mg/ml$ concentrations of at least six small molecules resulted in significant (p < 0.05) inhibition of biofilm formation by C. albicans. Mature biofilms that are highly resistant to antifungal drugs were susceptible to low concentrations of 4 of the 13 molecules. This study revealed phenylpropanoids of plant origin as promising candidates to devise preventive strategies against drug-resistant biofilms of C. albicans.

New Phenylpropanoids from Sasa quelpaertensis Nakai with Tyrosinase Inhibition Activities

  • Sultana, Nasim;Lee, Nam-Ho
    • Bulletin of the Korean Chemical Society
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    • v.30 no.8
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    • pp.1729-1732
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    • 2009
  • Bioactivity-guided fractionation led to the isolation of two new phenylpropanoids, 3-O-p-coumaroyl-1-(4-hydroxy- 3,5-dimethoxyphenyl)-1-propanone (1) and 3-O-p-coumaroyl-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-O-$\beta$-gulcopyranosylpropanol (2), together with three known compounds, N-p-coumaroylserotonin (3), N-feruloylserotonin (4) and p-coumaric acid (5) from the leaves of Sasa quelpaertensis Nakai. Their structures were elucidated by spectroscopic methods including 1D and 2D-NMR. Compared to arbutin (I$C_{50}$ 0.048 mM) as a control, compounds 3 and 4 exhibited stronger tyrosinase inhibition activities with an I$C_{50}$ values of 0.027 mM and 0.026 mM, respectively. Compounds 1 (I$C_{50}$ 0.055 mM) and 2 (I$C_{50}$ 0.053 mM) also showed strong activities.

Inhibitory Action of Phenylpropanoids on Histamine Release from Rat Peritoneal Mast Cells

  • Lee, Jin-Hee;Lee, Ji-Yun;Kim, Youn-Joung;Kim, Tae-Doo;Yoon, Mi-Yun;Sim, Sang-Soo;Kim, Chang-Jong
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.194.1-194.1
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    • 2003
  • Phenylpropanoids originating from vegetable kingdom have some biological activity. In this experiments, effect of phenylpropanoids on the histamine release from mast cells were studied in vitro. Rat peritoneal mast cells were isolated by the discontineous gradients of Percoll and their histamine release by stimulation of compound 48/80 and A23187 at a concentration of 6.0 $\mu\textrm{g}$/$m\ell$ were determined. (omitted)

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Anxiolytic-like Effects of Phenylpropanoids Using the Elevated Plus-Maze in Mice (Elevated Plus-maze를 이용한 Phenylpropanoid의 항불안 효과)

  • Yoon, Byung Hoon;Choi, Ji Woong;Jung, Ji Wook;Shin, Jin Sun;Hyeon, Seong Ye;Cheong, Jae Hoon;Ryu, Jong Hoon;Ko, Kwang Hee
    • YAKHAK HOEJI
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    • v.49 no.5
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    • pp.437-442
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    • 2005
  • The purpose of this study was to characterize the putative anxiolytic-like effects of phenylpropanoids using the elevated plus maze (EPM) test in mice. Cinnamic acid, p-coumaric acid, caffeic acid and ferulic acid were orally administered to male ICR mice, 1 h before behavioral evaluation in an EPM, respectively. Control mice were treated with an equal volume of vehicle, and positive control mice diazepam (1 mg/kg). A single treatment with phenylpropanoids (at 8 mg/kg) significantly increased time-spent and arm entries into the open arms of the EPM, and decreased time-spent and arm entries into the closed arms of the EPM versus control (P<0.05). However, no changes in the locomotor activity and myorelaxant effect were seen in any group versus the saline control. These results suggest that phenylpropanoids may be an effective anx-iolytic agent.

Simultaneous Determination of the Seven Phenylpropanoids in Xanthii Fructus Using a HPLC-PDA and LC-MS

  • Seo, Chang-Seob;Shin, Hyeun-Kyoo
    • Natural Product Sciences
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    • v.24 no.3
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    • pp.206-212
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    • 2018
  • Xanthii Fructus has been traditionally used for the treatment of rhinitis, rheumatoid arthritis, and eczema. In this study, a high-performance liquid chromatography-photodiode array (HPLC-PDA) method was developed and then used for the simultaneous analysis of eight phenylpropanoids in Xanthii Fructus. The analytical column used for this separation was a $SunFire^{TM}$ $C_{18}$ column, maintained at $40^{\circ}C$. The mobile phase used was 1.0% acetic acid in distilled water and 1.0% acetic acid in acetonitrile with gradient elution. For identify of each component, the mass spectrometer (MS) was used a Waters triple quadrupole mass spectrometer requipped with electrospray ionization (ESI) source. The HPLC-PDA method showed good linearity: correlation coefficients were ${\geq}0.9996$. The limits of detection and quantification of the eight compounds were 0.02 - 0.04 and $0.06-0.14{\mu}g/mL$, respectively. The extraction recoveries ranged from 97.51 to 108.67%. The relative standard deviation values of intra- and inter-day precision were 0.06 - 1.55 and 0.09 - 1.68%, respectively. The validated HPLC-PDA method was applied to simultaneously analyse the amounts of eight phenlypropanoids in Xanthii Fructus.

In Vitro Anticomplementary Activity of Phenylpropanoids from Agastache rugosa

  • Oh, Sei-Ryang;Jung, Keun Young;Lee, Hyeong-Kyu
    • Korean Journal of Pharmacognosy
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    • v.27 no.1
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    • pp.20-25
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    • 1996
  • In searching for anticomplementary compounds, three phenylpropanoids were isolated from the roots of Agastache rugosa and identified as rosmarinic acid (RA), rosmarinic acid methyl ester (RAM) and caffeic acid methyl ester (CAM) by NMR analyses. RA and RAM exhibited strong inhibitory activity on both the classical pathway (CP) and the alternative pathway (AP) of the complement system, in vitro, but CAM did far less than RA and RAM. $RAM-M1{\sim}-M5$, the methylated derivatives from the RAM, showed that the inhibitory activity was decreased in inverse proportion to the number of methylated groups and $RAM-M 2{\sim}-M4$, the isomers of two methylated hydroxyl groups, exhibited different inhibition activity.

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Bioactive Metabolites from the Brittle Star Ophioplocus japonicus

  • Wang, Wei-Hong;Hong, Jong-Ki;Lee, Chong-Ok;Cho, Hee-Young;Shin, Sook;Jung, Jee-H.
    • Natural Product Sciences
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    • v.10 no.6
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    • pp.253-261
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    • 2004
  • Ten terpenes (1-10), two sterols (11 and 12), and two unusual phenylpropanoids (13 and 14) were isolated from the brittle star Ophioplocus japonicus (Family Ophiuridae). Their structures were identified by analyses of the spectral data and by comparison with the literature data. The terpenes (1-10) and phenylpropanoids (13 and 14) are first encountered in brittle stars. These compounds were evaluated for cytotoxicity against a small panel of human solid tumor cell lines. Compounds 6-10 and 14 displayed moderate to significant cytotoxicity. The compounds were evaluated for antibacterial activity against 20 clinically isolated strains. Compound 5 exhibited antibacterial activities against three Streptococcus and three Staphylococcus strains.