Synthesis of diosgenyl α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranoside (gracillin) and related saponins

被引：47
|
作者：
Li, C [1 ]
Yu, B [1 ]
Liu, MZ [1 ]
Hui, YZ [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
来源：
CARBOHYDRATE RESEARCH | 1998年 / 306卷 / 1-2期
关键词：
diosgenyl alpha-L-rhamnopyranosyl-(1 -> 2)-[beta-D-glucopyranosyl-(1 -> 3)]-beta-D-glucopyranoside (gracillin); diosgenyl alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-glucopyranoside; diosgenyl beta-D-glucopyranoside (trillin); saponin; synthesis;
D O I：
10.1016/S0008-6215(97)10050-7
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：
Diosgenyl alpha-L-rhamnopyranosyl-(1 --> 2)-[beta-D-glucopyranosyl-(1 --> 3)]-beta-D-glucopyranoside (gracillin), a monodesmosidic saponin isolated from paris, dioscorea, and costacea species with promising cardiovascular and antitumor activities, was synthesized by stepwise glycosylation. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：189 / 195
页数：7
相关论文
共 50 条
  • [41] Synthesis of potassium (2R)-2-O-α-D-glucopyranosyl-(1→6)-α-D-glucopyranosyl-2,3-dihydroxypropanoate a natural compatible solute
    Lourenco, Eva C.
    Maycock, Christopher D.
    Ventura, M. Rita
    CARBOHYDRATE RESEARCH, 2009, 344 (15) : 2073 - 2078
  • [42] Synthesis and induction of apoptosis in B cell chronic leukemia by diosgenyl 2-amino-2-deoxy-β-D-glucopyranoside hydrochloride and its derivatives
    Myszka, H
    Bednarczyk, D
    Najder, M
    Kaca, W
    CARBOHYDRATE RESEARCH, 2003, 338 (02) : 133 - 141
  • [43] SYNTHESIS AND OXIDOREDUCTION OF 1-(2-BETA D-GLUCOPYRANOSIDE)ETHYL)PYRIDINIUM AND 1-(2-(BETA GLUCOPYRANOSIDE)ETHYL)-3-CARBAMONYLPYRIDINIUM HALIDES
    MARQUEZ, F
    JIMENEZC.E
    ANALES DE QUIMICA-INTERNATIONAL EDITION, 1971, 67 (06): : 623 - &
  • [44] Total Synthesis of Two Glycosylated Stilbenes, Oxyresveratrol 2-O-β-D-Glucopyranoside and 2,3,5,4′-Tetrahydroxystilbene 2-O-β-D-Glucopyranoside
    Kumar, Sunil
    Lee, Hsueh-Yun
    Liou, Jing-Ping
    JOURNAL OF NATURAL PRODUCTS, 2017, 80 (05): : 1294 - 1301
  • [45] The first total synthesis of α-D-glucopyranosyl-(1→2)-β-D-galactopyranosyl-O-pyridinoline, an important hallmark of human joint diseases
    Allevi, P
    Cribiù, R
    Giannini, E
    Anastasia, M
    BIOCONJUGATE CHEMISTRY, 2005, 16 (04) : 1045 - 1048
  • [46] Glycosylation of dodecyl 2-acetamido-2-deoxy-β-D-glucopyranoside and dodecyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside as saccharide primers in cells
    Sato, Toshinori
    Takashiba, Minako
    Hayashi, Rumi
    Zhu, Xingyu
    Yamagata, Tatsuya
    CARBOHYDRATE RESEARCH, 2008, 343 (05) : 831 - 838
  • [47] Kaempferol 3-O-(2-O-beta-D-glucopyranosyl-6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside) from the African plant Erythrina abyssinica
    Kamusiime, H
    Pedersen, AT
    Andersen, OM
    Kiremire, B
    INTERNATIONAL JOURNAL OF PHARMACOGNOSY, 1996, 34 (05): : 370 - 373
  • [48] α-D-Mannopyranosyl-(1 → 2)-α-D-glucopyranosyl-(1 → 2)-glycerate in the thermophilic bacterium Petrotoga miotherma -: structure, cellular content and function
    Jorge, Carla D.
    Lamosa, Pedro
    Santos, Helena
    FEBS JOURNAL, 2007, 274 (12) : 3120 - 3127
  • [49] A new bacterial hydrolase specific for the compatible solutes α-D-mannopyranosyl-(1 → 2)-D-glycerate and α-D-glucopyranosyl-(1 → 2)-D-glycerate
    Alarico, Susana
    Empadinhas, Nuno
    da Costa, Milton S.
    ENZYME AND MICROBIAL TECHNOLOGY, 2013, 52 (02) : 77 - 83
  • [50] Synthesis of methyl α-D-glucopyranosyl-(1→4)-α-D-galactopyranoside and methyl α-D-xylo-hex-4-ulopyranosyl-(1→4)-α-D-galactopyranoside
    Liotta, LJ
    Capotosto, RD
    Garbitt, RA
    Horan, BM
    Kelly, PJ
    Koleros, AP
    Brouillette, LM
    Kuhn, AM
    Targontsidis, S
    CARBOHYDRATE RESEARCH, 2001, 331 (03) : 247 - 253
12345