Characterisation of proanthocyanidins from black soybeans: Isolation and characterisation of proanthocyanidin oligomers from black soybean seed coats

被引:59
作者
Ito, Chiaki [1 ]
Oki, Tomoyuki [2 ]
Yoshida, Tadashi [1 ]
Nanba, Fumio [1 ]
Yamada, Katsushige [1 ]
Toda, Toshiya [1 ]
机构
[1] Fujicco Co Ltd, Dept Res & Dev, Chuo Ku, Kobe, Hyogo 6508558, Japan
[2] Natl Agr Res Org KONARC NARO, Natl Agr Res Ctr Kyushu Okinawa Reg, Kumamoto 8611192, Japan
关键词
Black soybean; Proanthocyanidin; Polyphenol; PROCYANIDIN-RICH EXTRACT; APPLE; ANTHOCYANINS;
D O I
10.1016/j.foodchem.2013.05.039
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Proanthocyanidin oligomers (dimers to tetramers) were isolated from black soybean seed coats, using Sephadex LH-20 column chromatography and reversed-phase preparative HPLC. The isolated oligomers consisted of only (-)-epicatechin units, which were linked through either 4 beta -> 8 or 4 beta -> 6 (B-type) bonds. Procyanidin B2, procyanidin C1, and cinnamtannin A2 were identified as the main compounds of the proanthocyanidin dimers, trimers, and tetramers, respectively. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2507 / 2512
页数:6
相关论文
共 17 条
[1]   Structural characterization of a procyanidin tetramer and pentamer from the apple by low-temperature NMR analysis [J].
Abe, Yutaka ;
Shoji, Toshihiko ;
Kawahara, Nobuo ;
Kamakura, Hiroyuki ;
Kanda, Tomomasa ;
Goda, Yukihiro ;
Ozeki, Yoshihiro .
TETRAHEDRON LETTERS, 2008, 49 (45) :6413-6418
[2]   Fractionation of polymeric procyanidins from lowbush blueberry and quantification of procyanidins in selected foods with an optimized normal-phase HPLC-MS fluorescent detection method [J].
Gu, LW ;
Kelm, M ;
Hammerstone, JF ;
Beecher, G ;
Cunningham, D ;
Vannozzi, S ;
Prior, RL .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2002, 50 (17) :4852-4860
[3]   Thiolysis-HPLC characterization of apple procyanidins covering a large range of polymerization states [J].
Guyot, S ;
Marnet, N ;
Drilleau, JF .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2001, 49 (01) :14-20
[4]   ANTIHYPERTENSIVE SUBSTANCE IN SEEDS OF ARECA-CATECHU L [J].
INOKUCHI, JI ;
OKABE, H ;
YAMAUCHI, T ;
NAGAMATSU, A ;
NONAKA, GI ;
NISHIOKA, I .
LIFE SCIENCES, 1986, 38 (15) :1375-1382
[5]   A Black Soybean Seed Coat Extract Prevents Obesity and Glucose Intolerance by Up-regulating Uncoupling Proteins and Down-regulating Inflammatory Cytokines in High-Fat Diet-Fed Mice [J].
Kanamoto, Yuki ;
Yamashita, Yoko ;
Nanba, Fumio ;
Yoshida, Tadashi ;
Tsuda, Takanori ;
Fukuda, Itsuko ;
Nakamura-Tsuruta, Sachiko ;
Ashida, Hitoshi .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2011, 59 (16) :8985-8993
[6]   Effects of cocoa extracts on endothelium-dependent relaxation [J].
Karim, M ;
McCormick, K ;
Kappagoda, CT .
JOURNAL OF NUTRITION, 2000, 130 (08) :2105S-2108S
[7]   Preparative isolation of procyanidins from grape seed extracts by high-speed counter-current chromatography [J].
Koehler, N. ;
Wray, V. ;
Winterhalter, P. .
JOURNAL OF CHROMATOGRAPHY A, 2008, 1177 (01) :114-125
[8]  
OhnishiKameyama M, 1997, RAPID COMMUN MASS SP, V11, P31, DOI 10.1002/(SICI)1097-0231(19970115)11:1<31::AID-RCM784>3.0.CO
[9]  
2-T
[10]   Antioxidant activity and biologic properties of a procyanidin-rich extract from pine (Pinus maritima) bark, pycnogenol [J].
Packer, L ;
Rimbach, G ;
Virgili, F .
FREE RADICAL BIOLOGY AND MEDICINE, 1999, 27 (5-6) :704-724