SAPONINS FROM AERIAL PARTS OF ALFALFA (MEDICAGO-SATIVA)

被引：39

作者：

MASSIOT, G ^{[1
]}

LAVAUD, C ^{[1
]}

BESSON, V ^{[1
]}

LEMENOLIVIER, L ^{[1
]}

VANBINST, G ^{[1
]}

机构：

[1] VRIJE UNIV BRUSSELS, FAK WETENSCHAPPEN, B-1050 BRUSSELS, BELGIUM

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 1991年 / 39卷 / 01期

关键词：

D O I：

10.1021/jf00001a014

中图分类号：

S [农业科学];

学科分类号：

09 ;

摘要：

The structures of three saponins from the leaves of alfalfa, cultivar Resis, were established as 28-O-[beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl]medicagenate, 28-O-[beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl]-3-O-beta-D-glucopyranosyl-medicagenate, and 28-O-[beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl]-3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl]medicagenate; in the North American cultivar Lahontan, two saponins were isolated and their structures determined as 28-O-[beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl]-3-O-beta-D-glucuronopyranosylmedicagenate and 3-O-[alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]soyasapogenol B. Structural elucidations were performed on peracetylated derivatives of the saponins by using H-1 and C-13 NMR with techniques such as COSY, relayed COSY, HOHAHA, ROESY, HMBC, and HMQC.

引用

页码：78 / 82

页数：5

共 20 条

[1] H-1 AND C-13 ASSIGNMENTS FROM SENSITIVITY-ENHANCED DETECTION OF HETERONUCLEAR MULTIPLE-BOND CONNECTIVITY BY 2D MULTIPLE QUANTUM NMR [J].

BAX, A ;

SUMMERS, MF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2093-2094

[2] SAPOGENIN STRUCTURE - ANALYSIS OF THE C-13-NMR AND H-1-NMR SPECTRA OF SOYASAPOGENOL-B [J].

BAXTER, RL ;

PRICE, KR ;

FENWICK, GR .

JOURNAL OF NATURAL PRODUCTS, 1990, 53 (02) :298-302

[3]

BESSON V, 1989, THESIS REIMS

[4] STRUCTURE DETERMINATION OF A TETRASACCHARIDE - TRANSIENT NUCLEAR OVERHAUSER EFFECTS IN THE ROTATING FRAME [J].

BOTHNERBY, AA ;

STEPHENS, RL ;

LEE, JM ;

WARREN, CD ;

JEANLOZ, RW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (03) :811-813

[5] LUCERNE SAPONINS .5. STRUCTURE OF A SAPONIN FROM LUCERENE (MEDICAGO)SATIVA) [J].

GESTETNER, B .

PHYTOCHEMISTRY, 1971, 10 (09) :2221-+

[6] THE CONFIGURATION AND CONFORMATION OF THE ARABINOSE MOIETY IN PLATYCODINS, SAPONINS ISOLATED FROM PLATYCODON-GRANDIFLORUM, AND MI-SAPONINS FROM MADHUCA-LONGIFOLIA BASED ON C-13 AND H-1-NMR SPECTROSCOPIC EVIDENCE - THE TOTAL STRUCTURES OF THE SAPONINS [J].

ISHII, H ;

KITAGAWA, I ;

MATSUSHITA, K ;

SHIRAKAWA, K ;

TORI, K ;

TOZYO, T ;

YOSHIKAWA, M ;

YOSHIMURA, Y .

TETRAHEDRON LETTERS, 1981, 22 (16) :1529-1532

[7]

KITAGAWA I, 1976, CHEM PHARM BULL, V24, P121

[8] ISOLATION, STRUCTURE DETERMINATION, SYNTHESIS, AND ANTIFUNGAL ACTIVITY OF A NEW NATIVE ALFALFA-ROOT SAPONIN [J].

LEVY, M ;

ZEHAVI, U ;

NAIM, M ;

POLACHECK, I .

CARBOHYDRATE RESEARCH, 1989, 193 :115-123

[9] IDENTIFICATION AND SEQUENCING OF SUGARS IN SAPONINS USING 2D H-1-NMR SPECTROSCOPY [J].

MASSIOT, G ;

LAVAUD, C ;

GUILLAUME, D ;

LEMENOLIVIER, L ;

VANBINST, G .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (19) :1485-1487

[10] REINVESTIGATION OF THE SAPOGENINS AND PROSAPOGENINS FROM ALFALFA (MEDICAGO-SATIVA) [J].

MASSIOT, G ;

LAVAUD, C ;

GUILLAUME, D ;

LEMENOLIVIER, L .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1988, 36 (05) :902-909

← 1 2 →