Iminosugar-producing Thai medicinal plants

被引:62
作者
Asano, N
Yamauchi, T
Kagamifuchi, K
Shimizu, N
Takahashi, S
Takatsuka, H
Ikeda, K
Kizu, H
Chuakul, W
Kettawan, A
Okamoto, T
机构
[1] Hokuriku Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9201181, Japan
[2] Mahidol Univ, Fac Pharm, Dept Pharmaceut Bot, Bangkok 10700, Thailand
[3] Mahidol Univ, Inst Nutr, Food Chem Div, Bangkok 10700, Thailand
[4] Kobe Gakuin Univ, Fac Pharmaceut Sci, Kobe, Hyogo 6512180, Japan
来源
JOURNAL OF NATURAL PRODUCTS | 2005年 / 68卷 / 08期
关键词
D O I
10.1021/np050157a
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
alpha-1-C-Hydroxymethylfagomine (7), 3-O-beta-D-glucopyranosyl-DMDP (12), and 2,5-dideoxy-2,5-imino-Dglucitol (13) were isolated from the Thai traditional crude drug "Non tai yak" (Stemona tuberosa), which also contains a high concentration level of a-homonojirimycin (0.1% dry weight). "Thopthaep" (Connarus ferrugineus) and "Cha em thai" (Albizia myriophylla) contained 1-deoxymannojirimycin (DMJ) (10) at levels of 0.083% (dry weight) and 0.17% (dry weight), respectively. 2-O-alpha-D-Galactopyranosyl-DMJ (20), 3-O-beta-D-glucopyranosyl-DMJ (21), 1,4-dideoxymannojirimycin (17), 1,4-dideoxyallonojirimycin (18), and 1,4-dideoxyaltronojirimycin (19) from C. ferrugineus and 2-O-beta-D-glucopyranosyl-DMJ (22) and 4-O-beta-Dglucopyranosyl-DMJ (23) from A. myriophylla were isolated as new compounds.
引用
收藏
页码:1238 / 1242
页数:5
相关论文
共 31 条
[1]   Glycosidase inhibitors: update and perspectives on practical use [J].
Asano, N .
GLYCOBIOLOGY, 2003, 13 (10) :93R-104R
[2]   Sugar-mimic glycosidase inhibitors: natural occurrence, biological activity and prospects for therapeutic application [J].
Asano, N ;
Nash, RJ ;
Molyneux, RJ ;
Fleet, GWJ .
TETRAHEDRON-ASYMMETRY, 2000, 11 (08) :1645-1680
[3]   Novel α-L-fucosidase inhibitors from the bark of Angylocalyx pynaertii (Leguminosae) [J].
Asano, N ;
Yasuda, K ;
Kizu, H ;
Kato, A ;
Fan, JQ ;
Nash, RJ ;
Fleet, GWJ ;
Molyneux, RJ .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 2001, 268 (01) :35-41
[4]   N-ALKYLATED NITROGEN-IN-THE-RING SUGARS - CONFORMATIONAL BASIS OF INHIBITION OF GLYCOSIDASES AND HIV-1 REPLICATION [J].
ASANO, N ;
KIZU, H ;
OSEKI, K ;
TOMIOKA, E ;
MATSUI, K ;
OKAMOTO, M ;
BABA, M .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (13) :2349-2356
[5]   NITROGEN-IN-THE-RING PYRANOSES AND FURANOSES - STRUCTURAL BASIS OF INHIBITION OF MAMMALIAN GLYCOSIDASES [J].
ASANO, N ;
OSEKI, K ;
KIZU, H ;
MATSUI, K .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (22) :3701-3706
[6]   Polyhydroxylated pyrrolidine and piperidine alkaloids from Adenophora triphylla var. japonica (Campanulaceae) [J].
Asano, N ;
Nishida, M ;
Miyauchi, M ;
Ikeda, K ;
Yamamoto, M ;
Kizu, H ;
Kameda, Y ;
Watson, AA ;
Nash, RJ ;
Fleet, GWJ .
PHYTOCHEMISTRY, 2000, 53 (03) :379-382
[7]   Homonojirimycin isomers and glycosides from Aglaonema treubii [J].
Asano, N ;
Nishida, M ;
Kizu, H ;
Matsui, K ;
Watson, AA ;
Nash, RJ .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (02) :98-101
[8]   Nitrogen-containing furanose and pyranose analogues from Hyacinthus orientalis [J].
Asano, N ;
Kato, A ;
Miyauchi, M ;
Kizu, H ;
Kameda, Y ;
Watson, AA ;
Nash, RJ ;
Fleet, GWJ .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (05) :625-628
[9]   EXPEDITIOUS SYNTHESIS OF AZASUGARS BY THE DOUBLE REDUCTIVE AMINATION OF DICARBONYL SUGARS [J].
BAXTER, EW ;
REITZ, AB .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (11) :3175-3185
[10]   Inhibition of glycosphingolipid biosynthesis: Application to lysosomal storage disorders [J].
Butters, TD ;
Dwek, RA ;
Platt, FM .
CHEMICAL REVIEWS, 2000, 100 (12) :4683-+