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Optimization of the microwave-assisted extraction of phlorotannins from Saccharina japonica Aresch and evaluation of the inhibitory effects of phlorotannin-containing extracts on HepG2 cancer cells

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Chinese Journal of Oceanology and Limnology 2013年第5期31卷 1045-1054页

作者：何芝洲陈永顺陈永亨刘浩怀袁观富樊亚鸣陈鲲 Guangzhou Key Laboratory for Environmentally Functional Materials and Technology School of Chemistry and Chemical Engineering Guangzhou University School of Life Sciences Guangzhou University School of Environmental Science and Engineering Guangzhou University

The use of a microwave-assisted extraction （MAE） method for the extraction ofphlorotannins from Saccharinajaponica Aresch （***） has been evaluated with particular emphasis on the influential parameters, including the ethanol concentration, solid/liquid ratio, extraction time, extraction temperature, and microwave power. The MAE procedure was optimized using single-factor design and orthogonal array design （OAD）. The content of total phlorotannins in S. japonica was determined using a Folin-Ciocalteu （FC） assay. A maximum total phlorotannin content of 0.644 mg of phloroglucinol equivalent per gram of dry weight plant （mg PGE/g DW） was obtained using the optimized model, which included an ethanol concentration of 55%, solid/liquid ratio of 1：8, extraction time of 25 min, irradiation power of 400 W, and temperature of 60~C. Under similar conditions, the application of a conventional extraction method led to a lower phlorotarmin yield of 0.585 mg PGE/g WD. These results demonstrated that the MAE approach provided better results for the extraction ofphlorotarmins from *** and was a promising technique for the extraction of phenolic compounds from S. japonica and other materials. In addition, screening tests for the inhibitory activity showed that the phlorotannin-containing extracts significantly inhibited the growth of human hepatocellular carcinoma cells （HepG2） by inducing their apoptosis. The morphological changes that occurred during cell apoptosis were characterized using Hoechst33258 staining.

关键词： Saccharinajaponica Aresch phlorotannins microwave-assisted extraction (MAE) orthogonalarray design (OAD) human hepatocellular carcinoma HepG2 cell Folin-Ciocalteu assay (FC)

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STUDIES ON EXTRACTION PROCEDURE AND ANTIOXIDATIVE ACTIVITY OF phlorotannins FROM SARGASSUM KJELLMANIANUM

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Chinese Journal of Oceanology and Limnology 1997年第1期15卷 42-45页

作者：严小军李宪璀范晓周成旭

Known only in phaeophyceae, phlorotannins (brown algal polyphenols) are natural products with potential uses in pharmacology. This study yielded an extraction procedure to obtain high purity,high purity, high molecular weight phlorotannins from Sargassum kjellmanianum, and revealed the characteristics of their infrared and flourescence spectra. The antioxidative activity of phlorotannins, which was about 2.6 times as strongas that of 0.02% BHT (tert - butyl - 4 - hydroxytoluen). showed potential for preventing oil rancidification.

关键词： phlorotannins antioxidative activity S. kjellmanianum

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The Influence of phlorotannins and Bromophenols on the Feeding Behavior of Marine Herbivorous Gastropod <i>Turbo cornutus</i>

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American Journal of Plant Sciences 2014年第3期5卷 387-392页

作者： Toshiyuki Shibata Taiko Miyasaki Hideo Miyake Reiji Tanaka Shigeo Kawaguchi Department of Food Science and Technolo- gy National Fisheries University Yamaguchi Japan Faculty of Agriculture Kyushu University Fukuoka Japan Major of Life Sciences Graduate School of Bioresources Mie University Mie Japan

The influence of phlorotannins and bromophenols on the feeding behavior of marine herbivores was determined using bioassay of Turbo cornutus. It was found that phloroglucinol and its oligomers isolated from the brown alga Eisenia bicyclis (eckol, fucofuroeckol A, phlorofucofuroeckol A, dieckol, and 8,8’-bieckol) had a deterrent effect against feeding behavior of T. cornutus in the concentration of algal body, respectively. In the case of the examination of 0.1 mM concentration, although fucofuroeckol A and phlorofucofuroeckol A significantly reduced feeding by T. cornutus, phloroglucinol and 8,8’-bieckol did not show any significant influence on feeding behavior, and eckol and dieckol had stimulating activity. 2,4-Dibromophenol and 2,4,6-tribromophenol, which are major components of extracellular secretions from Eisenia and Ecklonia species, caused the death, the torpidity, and the decreased appetite of T. cornutus at the concentration of 0.1 mM. In addition, 2,4-dibromophenol had strong feeding deterrent activity at the concentration of 1 μM. These results indicate that phlorotannins and bromophenols act as chemical defense agents of brown algae against environmental stresses such as the herbivore attack.

关键词： Bromophenols Brown Algae Chemical Defenses Feeding Deterrent Eisenia bicyclis phlorotannins Plant-Herbivore Interactions Turban Shell Turbo cornutus

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Analysis on Composition and Antioxidative Properties of phlorotannins Isolated from Japanese Eisenia and Ecklonia Species

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American Journal of Plant Sciences 2015年第15期6卷 2510-2521页

作者： Toshiyuki Shibata Kohki Nagayama Shingo Sugiura Saki Makino Mitsuyoshi Ueda Yutaka Tamaru Graduate School of Bioresources Mie University Mie Japan Japan Science and Technology Agency Core Research for Evolutional Science and Technology Tokyo Japan Kumamoto Prefectural Fisheries Research Center Kumamoto Japan Graduate School of Agriculture Kyoto University Kyoto Japan

The composition and antioxidative properties of crude phlorotannins isolated from Japanese Eisenia and Ecklonia species including cultured E. kurome were analyzed. As a result of liquid chromatography mass spectrometry analysis, it was suggested that the phlorotannins were composed of compounds containing 3 - 7 phloroglucinol units for Eisenia species and 3 - 8 phloroglucinol units for Ecklonia species. The antioxidant properties of phlorotannins were evaluated using the hydrophilic oxygen radical absorbance capacity (H-ORAC) assay, the measurements of superoxide anion radical scavenging activity (SOSA) with electron spin resonance method, and the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity and reducing power assay. It was clarified that the phlorotannins contained H-ORAC values of 8.9 × 103 - 1.0 × 104 μmol-Trolox equivalents (TE)/g, SOSA of 1.5 × 104 - 2.9 × 104 superoxide dismutase units/g, DPPH radical scavenging activity of 4.7 × 103 - 5.5 × 103 μmol-TE/g, and reducing power of 6.5 × 102 - 7.0 × 102 mg-ascorbic acid equivalents/g, and had excellent antioxidative properties.

关键词： Eisenia Species Ecklonia Species Cultured E. kurome H-ORAC phlorotannins Radical Scavenging Activities

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Evaluation for Antioxidative Properties of phlorotannins Isolated from the Brown Alga <i>Eisenia bicyclis</i>, by the H-ORAC Method

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Food and Nutrition Sciences 2013年第8期4卷 78-82页

作者： Yohei Fujii Reiji Tanaka Hideo Miyake Yutaka Tamaru Mitsuyoshi Ueda Toshiyuki Shibata Japan Science and Technology Agency CREST Tokyo Japan Division of Applied Life Sciences Graduate School of Agriculture Kyoto University Kyoto Japan Major of Life Sciences Graduate School of Bioresources Mie University Mie Japan Major of Life Sciences Graduate School of Bioresources Mie University Mie Japan Japan Science and Technology Agency CREST Tokyo Japan

The antioxidative properties of phlorotannins isolated from the brown alga Eisenia bicyclis were measured using the H-ORAC (Hydrophilic Oxygen Radical Absorbance Capacity) method. The ORAC values of phloroglucinol and it’s oligomers: eckol, fucofuroeckol A, phlorofucofuroeckol A, dieckol, 8,8’-bieckol, were 2.57 ± 0.14, 4.97 ± 0.36, 9.82 ± 0.70, 8.97 ± 0.89, 10.22 ± 0.85, 8.62 ± 0.92 μmol Trolox equivalent/μmol, respectively. With the exception of eckol, the ORAC values of tested phlorotannins were higher than those of the well-known antioxidants (epigallocatechin gallate, resveratrol and L-ascorbic acid) used as positive controls. As a result of comparing with known ORAC values, it was found that the dieckol and fucofuroeckol A had stronger antioxidant activity than representative polyphenols (e.g., kaempferol, quercetin, myricetin and chlorogenic acid) derived from terrestrial plants.

关键词： Antioxidants Brown Alga Dieckol Eisenia bicyclis Fucofuroeckol A H-ORAC Assay phlorotannins

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穴状昆布中的phlorotannins对HIV-1逆转录酶和蛋白酶的抑制作用

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国外医药（植物药分册） 2005年第2期20卷 77-78页

作者：吕承育

穴状昆布Ecklonia cava Kjellman是一种海洋褐藻。曾报道该植物的乙酸乙酯提取部位对RNA依赖的DNA聚合酶(RDDP)有较强的抑制作用。作者以生物活性为导向，从穴状昆布中分离出4个均含二苯并[1，4]二氧芑结构的phlorotannins类化合物1～4... 详细信息

穴状昆布Ecklonia cava Kjellman是一种海洋褐藻。曾报道该植物的乙酸乙酯提取部位对RNA依赖的DNA聚合酶(RDDP)有较强的抑制作用。作者以生物活性为导向，从穴状昆布中分离出4个均含二苯并[1，4]二氧芑结构的phlorotannins类化合物1～4，研究了它们对HIV-1逆转录酶(RT)和蛋白酶的抑制作用。

关键词：穴状昆布 phlorotannins HIV-1 逆转录酶蛋白酶海洋药物爱滋病病毒

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Preparation and characterization of pH-responsive metal-polyphenol structure coated nanoparticles

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Food Science and Human Wellness 2024年第3期13卷 1303-1310页

作者： Qile Xia Yan Liang Ailing Cao Yan Cao Luyun Cai Key Laboratory of Post-Harvest Handling of Fruits Food Science InstituteZhejiang Academy of Agricultural SciencesHangzhou 310021China Ningbo Research Institute College of Biosystems Engineering and Food ScienceZhejiang UniversityNingbo 315100China School of Biological and Chemical Engineering Zhejiang Engineering Research Center for Intelligent Marine Ranch EquipmentNingboTech UniversityNingbo 315100China College of Food Science and Engineering Bohai UniversityJinzhou 121013China Hangzhou Customs District Hangzhou 310007China

In this paper,tannic acid(TA)and Fe~(3+)were added to form a layer of metal-polyphenol network structure on the surface of the nanoparticles which were fabricated by zein and carbon quantum dots(CQDs)encapsulating phlorotannins(PTN).pH-Responsive nanoparticles were prepared successfully(zein-PTN-CQDs-Fe-~Ⅲ).Further,the formation of composite nanoparticles was confirmed by a series of characterization *** zeta-potential and Fourier transform infrared spectroscopy data proved that electrostatic interaction and hydrogen bonding are dominant forces to form *** encapsulation efficiency(EE)revealed that metal-polyphenol network structure could improve the EE of *** analysis and differential scanning calorimetry experiment indicated the thermal stability of zein-PTN-CQDs-Fe~Ⅲnanoparticles increased because of metal-polyphenol network *** pH-responsive nanoparticles greatly increased the release rate of active substances and achieved targeted release.

关键词： Metal phlorotannins Nanoparticles pH-Responsive Characterization

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The role of seaweed as a potential dietary supplementation for enteric methane mitigation in ruminants: Challenges and opportunities

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Animal Nutrition 2021年第4期7卷 1371-1387页

作者： Byeng R.Min David Parker David Brauer Heidi Waldrip Catherine Lockard Kristin Hales Alexia Akbay Simona Augyte College of Agriculture Environment and Nutrition SciencesTuskegee UniversityTuskegeeAL 36088USA United States Department of Agriculture(USDA) Agriculture Research Service(ARS)2300 Experiment Station Dr.BushlandTX 79012USA Department of Animal and Food Sciences Texas Tech UniversityLubbockTX 79409USA Symbrosia Inc Kailua-KonaHI 96740USA

Seaweeds are macroalgae,which can be of many different morphologies,sizes,colors,and chemical *** include brown,red,and green *** seaweeds have been more investigated and exploited in comparison to other seaweed types for their use in animal feeding studies due to their large sizes and ease of *** in vitro and in vivo studies suggest that plant secondary compound-containing seaweeds(e.g.,halogenated compounds,phlorotannins,etc.)have the potential to mitigate enteric methane(CH_(4))emissions from ruminants when added to the diets of beef and dairy *** seaweeds including Asparagopsis *** rich in crude protein and halogenated compounds compared to brown and green *** halogenated-containing red seaweeds are used as the active ingredient in ruminant diets,bromoform concentration can be used as an indicator of antimethanogenic ***-containing brown seaweed has also the potential to decrease CH_(4) ***,numerous studies examined the possible anti-methanogenic effects of marine seaweeds with inconsistent *** work reviews existing data associated with seaweeds and in vitro and in vivo rumen fermentation,animal performance,and enteric CH4 emissions in *** understanding of the seaweed supplementation related to rumen fermentation and its effect on animal performance and CH_(4) emissions in ruminants may lead to novel strategies aimed at reducing greenhouse gas emissions while improving animal productivity.

关键词： Seaweed Bromoform Methane phlorotannins Ruminant Cattle

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Anti-proliferative activity of phlorotannin extracts from brown algae Laminaria japonica Aresch

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Chinese Journal of Oceanology and Limnology 2010年第1期28卷 122-130页

作者：杨会成曾名湧董士远刘尊英李瑞雪 College of Food Science and Engineering Ocean University of China Zhejiang Marine Development Research Institute

In this study, we evaluated the anti-proliferative activity of phlorotannins derived from brown algae Laminariajaponica Aresch extracts on the human hepatocellular carcinoma cell （BEL-7402） and on routine leukemic cells （P388） by MTT assay. Cells were incubated with 100 μg/mL of the phlorotannin extract （PE） for 48 h. The inhibitory rate of PE on BEL-7402 and P388 cells was 30.20±1.16% and 43.44±1.86%, respectively, and the half-inhibitory concentration of PE （IC50） on P388 and BEL-7402 cells was 120 μg/mL and 〉200 μg/mL, respectively. Microscopic observation shows that the morphologic features of tumor cells treated with PE and 5-fluorouracil are markedly different from the normal control group. The inhibitory rate of fraction A2 isolated from PE by sephadex LH-20 for BEL-7402 and P388 cells at the sample concentration of 70.42 μg/mL was 61.96±7.02% and 40.47±8.70%, respectively. The apoptosis peak for fraction A2 was the most profound of all fractions used in the flow cytometry assay. The results indicate that the anti-proliferative of this algal extract is associated with the total phlorotannin content.

关键词： Laminariajaponica Aresch phlorotannins anti-proliferative activity

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