Synthesis and antitumor activities of glucan derivatives

被引：17

作者：

Du, YG ^{[1
]}

Gu, GF

Hua, YX

Wei, GH

Ye, XS

Yu, GL

机构：

[1] Chinese Acad Sci, Ecoenvironm Sci Res Ctr, Beijing 100085, Peoples R China

[2] Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drug, Beijing 100083, Peoples R China

[3] Ocean Univ China, Inst Marine Drug & Food, Qingdao 266003, Peoples R China

来源：

TETRAHEDRON | 2004年 / 60卷 / 30期

基金：

中国国家自然科学基金;

关键词：

carbohydrates; glycosylations; antitumor agents; glycodendrimers; oligosaccharides;

D O I：

10.1016/j.tet.2004.05.086

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient and practical method for the preparation of beta-D-Glc-(1-->6)-[beta-D-Glc-(1-->3)]-beta-D-Glc-(1-->6)-beta-D-Glc-(1-->6)-[beta-D-Glc-(1-->3)]-D-Glc-OMe was described. A dendritic nonasaccharide was also synthesized. The antitumor activities of hexasaccharide, the dendrimer, their sulfated derivatives, together with the natural glucan-protein and the corresponding polysaccharide isolated from barmy mycelium of Grifola frondosa, were preliminarily investigated based on Sarcoma-180 studies in mice tests. Our results suggest that the sulfated branching oligosaccharide and natural glycoprotein have better antitumor activities comparing to the parent sugar residue (oligosaccharide or polysaccharide). (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：6345 / 6351

页数：7

共 47 条

[1] OLIGOSACCHARINS [J].

ALDINGTON, S ;

FRY, SC .

ADVANCES IN BOTANICAL RESEARCH, VOL 19, 1993, 19 :1-101

[2] The first synthesis of tetraglucosyl glucitol having phytoalexin-elicitor activity in rice cells based on a sequential glycosylation strategy [J].

Amaya, T ;

Tanaka, H ;

Yamaguchi, T ;

Shibuya, N ;

Takahashi, T .

TETRAHEDRON LETTERS, 2001, 42 (52) :9191-9194

[3]

Auzanneau FI, 1996, CARBOHYD RES, V291, P21

[4] SOLID-STATE AND SOLUTION CONFORMATION OF SCLEROGLUCAN [J].

BLUHM, TL ;

DESLANDES, Y ;

MARCHESSAULT, RH ;

PEREZ, S ;

RINAUDO, M .

CARBOHYDRATE RESEARCH, 1982, 100 (MAR) :117-130

[5]

CHIHARA G, 1969, Nature (London), V222, P687

[6]

Colonna B, 1998, CHEM-EUR J, V4, P1244, DOI 10.1002/(SICI)1521-3765(19980710)4:7<1244::AID-CHEM1244>3.0.CO

[7]

2-8

[8] Synthesis of Saponins using partially protected glycosyl donors [J].

Du, YG ;

Gu, GF ;

Wei, GH ;

Hua, YX ;

Linhardt, RJ .

ORGANIC LETTERS, 2003, 5 (20) :3627-3630

[9] Efficient and practical syntheses of three pentasaccharides core structures corresponding to N-glycans [J].

Du, YG ;

Zhang, MM ;

Kong, FZ .

TETRAHEDRON, 2001, 57 (09) :1757-1763

[10] Highly efficient and practical synthesis of 3,6-branched oligosaccharides [J].

Du, YG ;

Zhang, MM ;

Kong, FZ .

ORGANIC LETTERS, 2000, 2 (24) :3797-3800

← 1 2 3 4 5 →