Acylated anthocyanins from leaves of Oxalis triangularis

被引:23
作者
Fossen, T
Rayyan, S
Holmberg, MH
Nateland, HS
Andersen, OM
机构
[1] Univ Bergen, Dept Chem, N-5007 Bergen, Norway
[2] Polyphenols Labs AS, N-4327 Sandnes, Norway
关键词
Oxalis triangularis; purple shamrock; leaves; colour; acylated anthocyanins; 4-malonylated rhamnose; 2D NNIR;
D O I
10.1016/j.phytochem.2005.04.009
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The novel anthocyanins, malvidin 3-O-(6-O-(4-O-malonyl-alpha-rhamnopyranosyl)-beta-glueopyranoside)-5-O-beta-glucopyranoside (2), malvidin 3-O-(6-O-beta-rhamnopyranosyl-beta-glucopyranoside)-5-O-(6-O-malonyl-beta-glueopyranoside) (3), malvidin 3-O-(6-O-(4-O-malonyl-alpha-rhaninopyranosyl)-beta-glucopyranoside)-5-O-(6-O-malonyl-beta-glueopyranoside) (4), malvidin 3-O-(6-O-(4-O-malonyl-alpha-rhamnopyranosyl)-beta-glucopyranoside) (5) and malvidin 3-O-(6-O-(Z)-p-coumaroyl-beta-glucopyranoside)-5-O-beta-glucopyranoside (6), in addition to the 3-O-(6-O-alpha-rhamnopyranosyl-beta-glucopyranoside)-5-O-beta-glucopyranoside (1) and the 3-O-(6-O-(E)-p-cournaroyl-beta-glucopyranoside)-5-O-beta-glucopyranoside (7) of malvidin have been isolated from purple leaves of Oxalis triangularis A. St. -Hil. In pigments 2, 4 and 5 a malonyl unit is linked to the rhamnose 4-position, which has not been reported previously for any anthocyanin before. The identifications were mainly based on 2D NMR spectroscopy and electrospray MS. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1133 / 1140
页数:8
相关论文
共 12 条
[1]   Liquid chromatography-mass spectrometry identification of anthocyanins of isla oca (Oxalis tuberosa, Mol.) tubers [J].
Alcalde-Eon, C ;
Saavedra, G ;
de Pascual-Teresa, S ;
Rivas-Gonzalo, JC .
JOURNAL OF CHROMATOGRAPHY A, 2004, 1054 (1-2) :211-215
[2]  
ANDERSEN OM, 2005, IN PRESS FLAVONOIDS
[3]   ACCUMULATION OF CYANIDIN-3-GLUCOSIDE IN CALLUS AND CELL-CULTURES OF OXALIS-RECLINATA [J].
CROUCH, NR ;
VANSTADEN, LF ;
VANSTADEN, J ;
DREWES, FE ;
DREWES, SE ;
MEYER, HJ .
JOURNAL OF PLANT PHYSIOLOGY, 1993, 142 (01) :109-111
[4]   Anthocyanins with 4′-glucosidation from red onion, Allium cepa [J].
Fossen, T ;
Slimestad, R ;
Andersen, OM .
PHYTOCHEMISTRY, 2003, 64 (08) :1367-1374
[5]   Anthocyanins from tubers and shoots of the purple potato, Solanum tuberosum [J].
Fossen, T ;
Andersen, OM .
JOURNAL OF HORTICULTURAL SCIENCE & BIOTECHNOLOGY, 2000, 75 (03) :360-363
[6]   STRUCTURE OF GENTIODELPHIN, AN ACYLATED ANTHOCYANIN ISOLATED FROM GENTIANA-MAKINOI, THAT IS STABLE IN DILUTE AQUEOUS-SOLUTION [J].
GOTO, T ;
KONDO, T ;
TAMURA, H ;
IMAGAWA, H ;
IINO, A ;
TAKEDA, K .
TETRAHEDRON LETTERS, 1982, 23 (36) :3695-3698
[7]  
GUNASEGARAN R, 1992, Fitoterapia, V63, P89
[8]   STRUCTURE AND PROPERTIES OF ACYLATED ANTHOCYANINS FROM VITIS SPECIES [J].
HRAZDINA, G ;
FRANZESE, AJ .
PHYTOCHEMISTRY, 1974, 13 (01) :225-229
[9]  
Pazmiño-Durán EA, 2001, FOOD CHEM, V75, P211, DOI 10.1016/S0308-8146(01)00201-1
[10]   CORRELATIONS BETWEEN ANTHOCYANIN TYPE, POLLINATOR AND FLOWER COLOR IN THE LABIATAE [J].
SAITO, N ;
HARBORNE, JB .
PHYTOCHEMISTRY, 1992, 31 (09) :3009-3015