Antioxidant Activity of Phlorotannins Isolated from the Brown Alga &lt;i&gt;Eisenia bicyclis&lt;/i&gt;

Nakamura, Takashi; Nagayama, Kohki; Uchida, Kenji; Tanaka, Ryusuke

doi:10.2331/fishsci.62.923

Cited by 182 publications

(99 citation statements)

References 5 publications

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“…It is also known that oxidative stress is involved in various inflammatory and allergic reactions (Bowler and Crapo, 2002;Matsuzawa et al, 2005), and hyaluronidase is closely related to such reactions (Kakegawa et al, 1985;Sakamoto et al, 1980). The anti-oxidative and anti-hyaluronidase effects of several phlorotannins from Eisenia bicyclis have already been reported (Nakamura et al, 1996;Shibata et al, 2002). Therefore, we investigated whether the six phlorotannins from E. arborea exhibit effects similar to the phlorotannins from E. bicyclis by examining its DPPH radical scavenging and hyaluronidase inhibitory activities.…”

Section: Introductionmentioning

confidence: 99%

Radical Scavenging and Hyaluronidase Inhibitory Activities of Phlorotannins from the Edible Brown Alga Eisenia arborea

Sugiura

Matsuda

Yamada

et al. 2008

FSTR

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Six anti-allergic phlorotannins from the brown alga Eisenia arborea were examined for their inhibitory effects on oxidation and hyaluronidase activities. To investigate the radical scavenging activities of the phlorotannins, the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity was evaluated. Although the radical scavenging activity of a typical scavenger, epigallocatechin gallate (EGCg), was the strongest, the six tested phlorotannins exhibited activities of various degrees. When the hyaluronidase inhibitory activity was examined, eckol inhibited the hyaluronidase activity similar to the typical inhibitors, EGCg and disodium cromoglycate. The other five phlorotannins inhibited the enzymatic activity stronger than the above inhibitors. Since the six phlorotannins from E. arborea expressed radical scavenging and hyaluronidase inhibitory activities, E. arborea could be used as an anti-inflammatory and anti-allergic food ingredient.

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Section: Introductionmentioning

confidence: 99%

Radical Scavenging and Hyaluronidase Inhibitory Activities of Phlorotannins from the Edible Brown Alga Eisenia arborea

Sugiura

Matsuda

Yamada

et al. 2008

FSTR

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“…These algae are known to contain several phlorotannins, viz., eckol, 1) dieckol, 1) 6,6 0 -bieckol, 2) 8,8 0 -bieckol, 2) and phlorofucofuroeckol-A (PFF-A). 3) Phlorotannins have been reported to have certain biological activities, such as antioxidation, 4) bactericide, 5) anti-cancer, 6) anti-diabetic complications, 7,8) and chemoprevention against several vascular diseases. 9,10) Although some anti-inflammatory activities of phlorotannins have also been reported, 11,12) their inhibitory effect on histamine release from the stimulated cultured cells is still unknown.…”

mentioning

confidence: 99%

Isolation of a New Anti-Allergic Phlorotannin, Phlorofucofuroeckol-B, from an Edible Brown Alga,Eisenia arborea

Sugiura

Matsuda

Yamada

et al. 2006

Bioscience, Biotechnology, and Biochemistry

123

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“…MS spectra were obtained on a JMS-700 spectrometer (JEOL, Japan). The structures of the purifi ed compounds were identifi ed and confi rmed to be identical to the spectral data in Nakamura et al (1996), Fukuyama et al (1990), and Kang et al (2003). Hampshire, England) containing 1% glucose at 37 °C for 72 h under anaerobic conditions using the Bactron Anaerobic Chamber™ system (SHEL LAB, USA).…”

Section: Nuclear Magnetic Resonance (Nmr)mentioning

confidence: 86%

Antibacterial activity of the phlorotannins dieckol and phlorofucofuroeckol-A from Ecklonia cava against Propionibacterium acnes

Choi

Lee²,

Lee

et al. 2014

Bot. Sci.

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Methanol extract of the marine brown alga Ecklonia cava has been shown to exhibit antimicrobial activity against Propionibacterium acnes. To identify the compounds conferring this antimicrobial activity, methanol extract was fractionated using silica-gel column chromatography by increasing solvent polarity, and the antimicrobial activities of each fraction were determined in terms of the minimum inhibitory concentration. Hexane, diethyl ether, acetone, ethyl acetate, acetonitrile, methanol, and water fractions were generated, with the acetone fraction exhibiting the greatest antibacterial activity (minimum inhibitory concentration = 156 μg/mL). The acetone fraction was further purifi ed by Sephadex LH-20 column chromatography and reverse-phase HPLC using an Alltima C18 column with an H 2 O-MeOH linear gradient from 30 to 100%. Two peaks were eluted at 18.1 (P1) and 23.8 (P2) min, both of which exhibited marked antibacterial activity (minimum inhibitory concentration = 39 μg/mL for both). The structures of these compounds were determined on the basis of 1 H and 13 C nuclear magnetic resonance data and, through comparison with published data, can be phloroglucinol derivatives dieckol (P1) and phlorofucofuroeckol-A (P2). These results suggest that phlorotannins derived from E. cava have antimicrobial activity against P. acnes, and so may be useful as natural additives in antiacne cosmetics and pharmaceutical products. Keywords: dieckol, minimum inhibitory concentration, natural additives, phlorofucofuroeckol-A, phlorotannins.Resumen: Se conoce que el extracto de metanol del alga parda marina Ecklonia cava presenta actividad antimicrobiana contra Propionibacterium acnes. Para identifi car los compuestos que confi eren esta actividad antimicrobiana se fraccionó el extracto de metanol, usando cromatografía en columna de sílica gel, mediante el aumento de la polaridad del disolvente. La actividad antimicrobiana de cada fracción se determinó en términos de la concentración mínima inhibitoria. Las fracciones de hexano, éter dietílico, acetona, acetato de etilo, acetonitrilo, metanol y agua fueron producidas. La fracción de acetona presentó la mayor actividad antibacteriana (concentración mínima inhibitoria = 156 μg/mL). Con base en este resultado, la fracción de acetona se purifi có por cromatografía en columna en LH-20 Sephadex y HPLC de fase inversa usando una columna Alltima C18 con un gradiente lineal de H 2 O-MeOH de 30 a 100%. Dos picos se eluyeron a 18.1 (P1) y 23.8 (P2) min, ambos tuvieron actividad antibacteriana marcada (concentración mínima inhibitoria = 39 μg/mL para ambos). La estructura de estos compuestos se determinó sobre la base de 1 H y 13 C de resonancia magnética nuclear y, mediante la comparación con valores publicados, éstos pueden ser derivados de fl oroglucinol diecol (P1) y fl orofucofuroecol-A (P2). Los resultados sugieren que fl orotaninos derivados de E. cava tienen actividad antimicrobiana frente a P. acnes, y por lo tanto, pueden ser útiles como aditivos naturales en los cosmético...

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Antioxidant Activity of Phlorotannins Isolated from the Brown Alga <i>Eisenia bicyclis</i>

Cited by 182 publications

References 5 publications

Radical Scavenging and Hyaluronidase Inhibitory Activities of Phlorotannins from the Edible Brown Alga Eisenia arborea

Radical Scavenging and Hyaluronidase Inhibitory Activities of Phlorotannins from the Edible Brown Alga Eisenia arborea

Isolation of a New Anti-Allergic Phlorotannin, Phlorofucofuroeckol-B, from an Edible Brown Alga,Eisenia arborea

Antibacterial activity of the phlorotannins dieckol and phlorofucofuroeckol-A from Ecklonia cava against Propionibacterium acnes

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