Antioxidant Activity of Phthaloyl Derivative of κ-Carrageenan Oligosaccharides

Abstract

Abstract:

Three κ-carrageenan oligosaccharides were prepared by acidic degradation of κ-carrageenan. Their phthaloyl derivatives with different molecular weight (LA:1450;LB:2520;LC:3430) were synthesized with phthalic anhydride. The products were characterized by FI-IR,and the degrees of acylation (DS) were determined. Their antioxidant activities were evaluated by the scavenging of hydroxyl radical,1,1-diphenyl-2-picrylhrazyl radicals (DPPH) ,hydrogen peroxide and reducing power. The results indicated that the orders of antioxidant activities were: LC >LA >LB. It may be related to the content of hydroxyl groups,the nature of substituting group and the substituting degrees.

Key words: κ-carrageenan, acid degradation, phthaloyl, antioxidant activity

CLC Number:

SUN Tao, TAO Hui-na, ZHOU Dong-xiang, MAO Fang, XIE Jing. Antioxidant Activity of Phthaloyl Derivative of κ-Carrageenan Oligosaccharides[J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2011, 23(3): 530-533.

References 12

1	Song JM(宋金明).21th century developing strategy of marine natural active products in China.Marine Sci(海洋科学),2001,25(4):50-52.
2	Yamada T,Ogamo A.Preparation of O-acylated low-molecular-weight carrageenans with potent anti-HIV activity and low anticoagulant effect.Carbohydr Polym,2000,41:115-120.
3	Jiang YP,Guo XK.O-Maleoyl derivative of low-molecular-weight κ-carrageenan: synthesis and characterization.Carbohydr Polym,2005,61:441-445.
4	Guo XK (郭锡坤),Tian XF (田秀芳),Zhuang DH(庄东红),et al. Preparation and characterization of O-succinyl derivative of κ-carrageen.J Santou Univ(汕头大学学报),2006,21:23-32.
5	Tang FX(唐凤翔),Chen F(陈方),Li F(李峰),et al.Acetylation of low-molecular-weight κ-carrageenan.J Fuzhou Univ (福州大学学报),2006,5:755-759.
6	Guo XK(郭锡坤),Yu CY(余成艳).Preparation and the biological activities of phthaloyl κ-carrageenan.J Santou Univ (汕头大学学报),2007,22(1):37-41,53.
7	Zhang ZX (张志贤),Zhang RG (张瑞镐).Quantitative analysis of organic functional groups(有机官能团定量分析). Beijing:Chemical Industry Press,990.256-257.
8	Sun T,Zhou DX,Mao F,et al.Flow injection chemiluminescence determination of superoxide anion radical O2-·And hydroxyl radical ·OH.Sci Technol Food Ind(食品工业科技),2006,11:182-184.
9	Yamaguchi T,Takamura H,Matoba T,et al.HPLC method for evaluation of the free radical-scavenging activity of foods by using 1,1-diphenyl-2-picrylhrazyl.Biosci Biotechnol Biochem,1998,62:1201-1204.
10	Yen GC,Chen HY.Antioxidant activity of various tea extracts in relation to their antimutagenicity.J Agric Food Chem,1995,43:27-32.
11	Li WJ,Jiang X,Xue PH,et al.Inhibitory effects of chitosan on superoxide anion radicals and lipid free radicals.Chin Sci Bull,2002,11:887-889.
12	Xie WM,Xu PX,Liu Q.Antioxidant activity of water-soluble chitosan derivatives.Bioorg Med Chem Lett,2001,11:1699-1701.

[1]	SUN Ru-ru, YANG Jing-ling, NAN Ze-dong, JIANG Zhi-bo, MA Xiao-li. Chemical constituents from the ethyl acetate extract of Cynanchum komarovii Al.Iljinski and their antioxidant and tyrosinase inhibitory activities [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(9): 1512-1518.
[2]	YAN Wen-si, ZHANG Yan, GU Pei-shan, ZENG Zi-qian, HE Xin, SU Xiang-dong, XUE Yong-bo. Chemical constituents from Fallopia cynanchoides (Hemsl.) Harald.var. cynanchoides [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(9): 1519-1527.
[3]	WANG Lan, ZENG Xi, YAO Hou-zong, YUAN Tao. Flavonoids from Rhododendron nivale and their antioxidant and anti-inflammatory activities [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(8): 1350-1356.
[4]	ZHANG Kai-yue, ZHOU Yong-shun, HAN Kai, WANG Lu, CHEN Fu-long, GAO Jian-feng. Extraction optimization and purification of intracellular acidic polysaccharides from Chlorella sp. GTD4C-2 and their antioxidant activity [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(7): 1112-1120.
[5]	LIU Yu-ran, GUO Meng-jia, YANG Li-xin, QU Yan, PAN Xiao-li, YANG Bin, LI Hua. Comparative study on main components and antioxidant activity of Scutellaria Radix from different genuine producing areas [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(6): 919-929.
[6]	CHEN Xin, LI Rong-tao, ZENG Jian-guo. Chemical constituents from leaves of Rhus chinensis Mill. and their antioxidant activity [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(5): 755-761.
[7]	WU Ye, GAO He-ping, MAO Yan-yan, HUANG Ming-hui, XU Bang2, ZOU Kun, LIU Cheng-xiong, WANG Lei. Chemical constituents and bioactivities of solid fermented products from Sanghuangporus vaninni [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(4): 607-615.
[8]	DING Fu-rong, JIA Xiao-yan, WU Xiang-huan, WU Xia, YANG Nian, LIU Xiong-li, TIAN Min-yi. Chemical composition,antioxidant,enzyme inhibitory and anti-inflammatory activities of Hedychium flavum flower [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(1): 13-25.
[9]	CAO Lei, LIU Wei, WANG Jun-long, NASEN Bate, BIEKETUERXUN Bahaerguli, SONG Bu-er, FENG Ya-ping, NUERXIATI Rehebati. Preparation of low viscosity polysaccharide from Plantago ovata Forsk by sulfation method and its structural characterization and antioxidant activities [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(1): 26-36.
[10]	YANG Dan-dan, ZHU Yu-chang, ZHOU Da-zhai. Optimization of alkali extraction process of polysaccharides from Premna puberula Pamp leaves by response surface methodology and its bioactivity [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(1): 94-101.
[11]	ZUO Ya-feng, XU Xiu-quan, LI Qiao-yue, WANG Meng-hu, MENG Xiang-song, YAN Pan, JIN Chuan-shan, WU De-ling. Effects of different drying methods on the chemical composition and antioxidant activity of Albiziae Flos [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(1): 125-136.
[12]	LIU Xin-lan, ZHU Peng-yan, MA Jin-rong, WANG Xing-yue, WEI Xi, GAO Yan-mei, ZHANG Dong-ying, YUAN Wen-juan. Antioxidant activity and mechanism of Centranthera grandiflora Benth roots based on network pharmacology and in vitro experiments [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(1): 155-166.
[13]	CHEN Yan, ZHAO Ying, YIN Xiao-ya, WANG Yun-yue, YANG Li-xin. Study on tyrosinase inhibition and antioxidant activity of Prinsepia utilis Royle pure dew and its composition [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2023, 35(增刊2): 37-45.
[14]	FENG Dan, LONG Ruo-lan, LI Pei-pei, LI Duo, SUN Jing. Study on decolorization technology and antioxidant activity of polysaccharides from non-medicinal parts of Rheum tanguticum [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2023, 35(增刊2): 76-83.
[15]	LIU Hong, XIA Hui-min, JIU Xin, LIU Yan-yan, WANG Huan-yun. Optimization of ionic liquid-based ultrasonic-assisted extraction of pigment from buckwheat hull by response surface method and its stability and antioxidant activity [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2023, 35(增刊1): 23-34.