New polyglucopyranosyl and polyarabinopyranosyl of fatty acid derivatives from the fruits of Lycium chinense and its antioxidant activity

被引:11
作者
Chung, Ill-Min [1 ]
Ali, Mohd [2 ]
Praveen, Nagella [1 ]
Yu, Bo-Ra [1 ]
Kim, Seung-Hyun [1 ]
Ahmad, Ateeque [1 ]
机构
[1] Konkuk Univ, Coll Life & Environm Sci, Dept Appl Biosci, Seoul 143701, South Korea
[2] Hamdard Univ, Fac Pharm, New Delhi 110062, India
关键词
Lycium chinense Miller; Solanaceae; New constituents; Antioxidant activity;
D O I
10.1016/j.foodchem.2013.11.061
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Four new compounds 3,4-dihydroxy benzoic acid 3-octadecanoyl-4-O-alpha-L-arabinopyranosyl (2a -> 1b)-2a-O-alpha-L-arabinopyranosyl-(2b -> 1c)-2b-O-alpha-L-arabinopyranoside (1), 2,6,10-trimethyl-n-dodec-2-en-1-oyl-1-O-alpha-L-arabinopyranosyl-(2a -> b)-2a-O-alpha-L-arabinopyranosyl-(2b -> 1c)-2b-O-alpha-L-arabinopyranosyl-(2c -> 1d)-2c-O-alpha-L-arabinopyranosyl-(2d -> 1e)-2d-O-alpha-L-arabinopyranosyl-(2e -> 1f)-2e-O-alpha-L-arabinop yranosyl-(2f -> 1g)-2f-O-alpha-L-arabinopyranoside (2), n-docos-9,12-dienoyl-alpha-D-glucopyranosyl-(2a -> 1b)-2 a-O-alpha-D-glucopyranosyl-(2b -> 1c)-2b-O-alpha-D-glucopyranosyl-(2c -> 1d)-2c-O-alpha-D-glucopyranosyl-(2d -> 1e)-2d-O-alpha-D-glucopyranosyl-(2e -> 1f)-2e-O-alpha-D-glucopyranoside (3), beta-D-glucopyranosy1-(2a -> 1b)-2a-O-beta-L-arabinopyranosyl-(2b -> 1c)-2b-O-beta-L-arabinopyranosyl-(2c -> 1d)-2c-O-beta-L-arabinopyranosyl-(2d -> 1e)-2d-O-beta-L-arabinopyranosyl-(2e -> 1f)-2e-O-beta-L-arabinopyranoside (4) along with some know compounds, were isolated and identified from a methanol extract Lycium chinense fruits. Their structures were determined of the new compounds using one- and two-dimensional NMR spectroscopies in combination by IR. FAB/MS and HR-FAB/MS. The compounds 1-4 were investigated for the antioxidant potential using 1,1-dipheny1-2-picrylhydrazyl (DPPH) radical scavenging activity, reducing power and the phosphomolybdenum activity and the results demonstrate that the compounds (2 and 3) has potential as a natural antioxidant whereas the compound (4) exhibited moderate activity and the compound (1) exhibited weak antioxidant activity. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:435 / 443
页数:9
相关论文
共 31 条
  • [1] [Anonymous], 2000, PHARMACOPOEIA PEOPLE
  • [2] Specific alpha-galactosidase inhibitors, N-methylcalystegines - Structure/activity relationships of calystegines from Lycium chinense
    Asano, N
    Kato, A
    Miyauchi, M
    Kizu, H
    Tomimori, T
    Matsui, K
    Nash, RJ
    Molyneux, RJ
    [J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1997, 248 (02): : 296 - 303
  • [3] ANTIOXIDANT DETERMINATIONS BY THE USE OF A STABLE FREE RADICAL
    BLOIS, MS
    [J]. NATURE, 1958, 181 (4617) : 1199 - 1200
  • [4] Antioxidant activity of sesame coat
    Chang, LW
    Yen, WJ
    Huang, SC
    Duh, PD
    [J]. FOOD CHEMISTRY, 2002, 78 (03) : 347 - 354
  • [5] Hepatoprotective pyrrole derivatives of Lycium chinense fruits
    Chin, YW
    Lim, SW
    Kim, SH
    Shin, DY
    Suh, YG
    Kim, YB
    Kim, YC
    Kim, J
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (01) : 79 - 81
  • [6] New tetraterpene glycosides from the fruits of Lycium chinense
    Chung, Ill-Min
    Ali, Mohd
    Kim, Eun-Hye
    Ahmad, Ateeque
    [J]. JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2013, 15 (02) : 136 - 144
  • [7] Antioxidative activity and safety of the 50% ethanolic extract from red bean fermented by Bacillus subtilis IMR-NK1
    Chung, YC
    Chang, CT
    Chao, WW
    Lin, CF
    Chou, ST
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2002, 50 (08) : 2454 - 2458
  • [8] VALIDITY OF ORIENTAL MEDICINES .21. STRUCTURE OF KUKOAMINE-A, A HYPOTENSIVE PRINCIPLE OF LYCIUM-CHINENSE ROOT BARKS
    FUNAYAMA, S
    YOSHIDA, K
    KONNO, C
    HIKINO, H
    [J]. TETRAHEDRON LETTERS, 1980, 21 (14) : 1355 - 1356
  • [9] Potentially hepatoprotective glycolipid constituents of Lycium chinense fruits
    Jung, KW
    Chin, YW
    Kim, YC
    Kim, J
    [J]. ARCHIVES OF PHARMACAL RESEARCH, 2005, 28 (12) : 1381 - 1385
  • [10] New steroidal glycoside ester and aliphatic acid from the fruits of Lycium chinense
    Jung, Woo-Suk
    Chung, Ill-Min
    Ali, Mohd
    Ahmad, Ateeque
    [J]. JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2012, 14 (04) : 301 - 307