Caffeoyl Triterpenes from Pear (Pyrus pyrifolia Nakai) Fruit Peels and Their Antioxidative Activities against Oxidation of Rat Blood Plasma

被引：49
作者：
Cho, Jeong-Yong [1 ,2 ]
Kim, Chan Mi [1 ,2 ]
Lee, Hyoung Jae [1 ,2 ]
Lee, Sang-Hyun [3 ]
Cho, Jeong-An [3 ]
Kim, Wol-Soo [3 ,4 ]
Park, Keun-Hyung [1 ,2 ]
Moon, Jae-Hak [1 ,2 ,4 ]
机构：
[1] Chonnam Natl Univ, Dept Food Sci & Technol, Kwangju 500757, South Korea
[2] Chonnam Natl Univ, Funct Food Res Ctr, Kwangju 500757, South Korea
[3] Chonnam Natl Univ, Korea Pear Res Org, Kwangju 500757, South Korea
[4] Chonnam Natl Univ, Dept Hort, Kwangju 500757, South Korea
来源：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 2013年 / 61卷 / 19期
关键词：
Pyrus pyrifolia Nakai; pear fruit peel; caffeoyl triterpenes; 1,1-diphenyl-2-picrylhydrazyl; cholesteryl ester hydroperoxide; PHENOLIC-COMPOUNDS; CHEMICAL-CONSTITUENTS; GENUS PYRUS; ACID; ESTERS; L; IDENTIFICATION; CULTIVARS; EXTRACTS; BARK;
D O I：
10.1021/jf400524b
中图分类号：
S [农业科学];
学科分类号：
09 ;
摘要：
Six triterpenes, including three caffeoyl triterpenes, were purified and isolated from pear fruit (Pyrus pyrifolia Nakai cv. Chuwhangbae) peel extracts using various column chromatography techniques with a guided 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging assay. The isolated compounds were identified as betulinic aldehyde (1), lupeol (2), betulinic acid (3), 3-O-cis-caffeoylbetulinic acid (4), 3-O-trans-caffeoylbetulinic acid (5), and 3-O-trans-caffeoyloleanolic acid (6) on the basis of nuclear magnetic resonance spectroscopy and electrospray ionization mass spectrometry. Four compounds (1, 4-6) were identified from Asian pear fruit for the first time. In addition, compounds 4-6, containing a caffeic acid moiety, showed higher DPPH radical-scavenging and suppression effects against copper ion-induced oxidation of rat blood plasma than other compounds without a caffeic acid moiety.
引用
收藏
页码：4563 / 4569
页数：7
相关论文
共 40 条
[1]   Studies on the 1,1-diphenyl-2-picrylhydrazyl radical scavenging mechanism for a 2-pyrone compound [J].
Abe, N ;
Nemoto, A ;
Tsuchiya, Y ;
Hojo, H ;
Hirota, A .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2000, 64 (02) :306-313
[2]   Unusual Immuno-Modulatory Triterpene-Caffeates in the Skins of Russeted Varieties of Apples and Pears [J].
Andre, Christelle M. ;
Larsen, Lesley ;
Burgess, Elaine J. ;
Jensen, Dwayne J. ;
Cooney, Janine M. ;
Evers, Daniele ;
Zhang, Jingli ;
Perry, Nigel B. ;
Laing, William A. .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2013, 61 (11) :2773-2779
[3]  
[Anonymous], 2002, FOOD TECHNOL
[4]   Coulometric detection in high-performance liquid chromatographic analysis of cholesteryl ester hydroperoxides [J].
Arai, H ;
Terao, J ;
Abdalla, DSP ;
Suzuki, T ;
Takama, K .
FREE RADICAL BIOLOGY AND MEDICINE, 1996, 20 (03) :365-371
[5]   PHENOLIC COMPOUNDS OF GENUS PYRUS .2. A CHEMOTAXONOMIC SURVEY [J].
CHALLICE, JS ;
WILLIAMS, AH .
PHYTOCHEMISTRY, 1968, 7 (10) :1781-&
[6]   PHENOLIC COMPOUNDS OF GENUS PYRUS .4. PHENOLIC COMPOUNDS OF GENUS PYRUS [J].
CHALLICE, JS ;
WESTWOOD, MN .
PHYTOCHEMISTRY, 1972, 11 (01) :37-+
[7]   Triterpene caffeoyl esters and diterpenes from Celastrus stephanotifolius [J].
Chen, B ;
Duan, HQ ;
Takaishi, Y .
PHYTOCHEMISTRY, 1999, 51 (05) :683-687
[8]   Chemical compositional characterization of eight pear cultivars grown in China [J].
Chen, Jiluan ;
Wang, Zhengfu ;
Wu, Jihong ;
Wang, Qiang ;
Hu, Xiaosong .
FOOD CHEMISTRY, 2007, 104 (01) :268-275
[9]   Influence of branch bending on sugar, organic acid and phenolic content in fruits of 'Williams' pears (Pyrus communis L.) [J].
Colaric, Mateja ;
Stampar, Franci ;
Solar, Anita ;
Hudina, Metka .
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 2006, 86 (14) :2463-2467
[10]   Analyses of arbutin and chlorogenic acid, the major phenolic constituents in oriental pear [J].
Cui, T ;
Nakamura, K ;
Ma, L ;
Li, JZ ;
Kayahara, H .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2005, 53 (10) :3882-3887
1234