Flacourside, a new 4-oxo-2-cyclopentenylmethyl glucoside from the fruit juice of Flacourtia indica

被引:15
作者
Amarasinghe, Nilupa R.
Jayasinghe, Lalith
Hara, Noriyuki
Fujimoto, Yoshinori
机构
[1] Inst Fundamental Studies, Nat Prod Project, Kandy, Sri Lanka
[2] Tokyo Inst Technol, Dept Chem & Mat Sci, Tokyo 1528551, Japan
关键词
Flacourtia indica; flacourside; flacourtiaceae; 4-oxo-2-cyclopentenylmethanol;
D O I
10.1016/j.foodchem.2006.05.004
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A new glucoside ester, named flacourside, has been isolated together with known methyl 6-O-(E)-p-coumaroyl glucopyranoside and 6-O-(E)-p-coumaroyl glucopyranose from the n-butanol extract of fruit juice of the Flacourtia indica. The structure of flacourside has been determined to be 4-oxo-2-cyclopentenylmethyl 6-O-(E)-p-coumaroyl-beta-D-glucopyranoside on the basis of spectroscopic studies. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:95 / 97
页数:3
相关论文
共 14 条
[1]  
Ashton MS., 1997, A field guide to the common trees and shrubs of Sri Lanka
[2]   (-)FLACOURTIN, A PHENOLIC GLUCOSIDE ESTER FROM FLACOURTIA-INDICA [J].
BHAUMIK, PK ;
GUHA, KP ;
BISWAS, GK ;
MUKHERJEE, B .
PHYTOCHEMISTRY, 1987, 26 (11) :3090-3091
[3]   Intramolecular, nucleophile-catalyzed aldol-lactonization (NCAL) reactions:: Catalytic, asymmetric synthesis of bicyclic β-lactones [J].
Cortez, GS ;
Tennyson, RL ;
Romo, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (32) :7945-7946
[4]   On the isolation of sitosterin-(6′-O-acyl)-β-D-glucopyranosides from Flacourtia indica and on unexpected formation of gels by the triacetate [J].
Dehmlow, EV ;
Guntenhöner, M ;
van Ree, T .
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2000, 55 (3-4) :333-335
[5]  
FRANCOIS MT, 1961, CR HEBD ACAD SCI, V252, P315
[6]   Phenolic glycosides of forage legume Onobrychis viciifolia [J].
Lu, YR ;
Sun, Y ;
Foo, LY ;
McNabb, WC ;
Molan, AL .
PHYTOCHEMISTRY, 2000, 55 (01) :67-75
[7]   THE SYNTHESIS AND STEREOCHEMISTRY OF CHAULMOOGRIC ACID [J].
MISLOW, K ;
STEINBERG, IV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (14) :3807-3810
[8]   OCCURRENCE AND BIOSYNTHESIS OF CYCLOPENTENYL FATTY-ACIDS IN LEAVES AND CHLOROPLASTS OF FLACOURTIACEAE [J].
REHFELDT, AG ;
SCHULTE, E ;
SPENER, F .
PHYTOCHEMISTRY, 1980, 19 (08) :1685-1689
[9]   Fast repair of deoxynucleotide radical cations by phenylpropanoid glycosides (PPGs) and their analogs [J].
Shi, YM ;
Kang, JH ;
Lin, WZ ;
Fan, PT ;
Jia, ZJ ;
Yao, SD ;
Wang, WF ;
Zheng, RL .
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 1999, 1472 (1-2) :279-289
[10]   PHENYLPROPANOID GLUCOSE ESTERS FROM PRUNUS-BUERGERIANA [J].
SHIMOMURA, H ;
SASHIDA, Y ;
ADACHI, T .
PHYTOCHEMISTRY, 1988, 27 (02) :641-644