Carba-glucotropaeolin:: the first non-hydrolyzable glucosinolate analogue, to inhibit myrosinase

被引：7

作者：

Lefoix, M

Tatibouët, A

Cottaz, S

Driguez, H

Rollin, P

机构：

[1] Univ Orleans, Inst Chim Organ & Analyt, F-45067 Orleans 2, France

[2] CNRS, Ctr Rech Macromol Vegetales, F-38041 Grenoble, France

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 16期

关键词：

D O I：

10.1016/S0040-4039(02)00463-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：2889 / 2890

页数：2

共 14 条

[1] Synthetic approaches to C-glucosinolates [J].

Aucagne, V ;

Gueyrard, D ;

Tatibouët, A ;

Quinsac, A ;

Rollin, P .

TETRAHEDRON, 2000, 56 (17) :2647-2654

[2] 1ST SYNTHESIS OF ALPHA-GLUCOSINOLATES [J].

BLANCMUESSER, M ;

DRIGUEZ, H ;

JOSEPH, B ;

VIAUD, MC ;

ROLLIN, P .

TETRAHEDRON LETTERS, 1990, 31 (27) :3867-3868

[3] The crystal structures of Sinapis alba myrosinase and a covalent glycosyl-enzyme intermediate provide insights into the substrate recognition and active-site machinery of an S-glycosidase [J].

Burmeister, WP ;

Cottaz, S ;

Driguez, H ;

Iori, R ;

Palmieri, S ;

Henrissat, B .

STRUCTURE, 1997, 5 (05) :663-675

[4] Mechanism-based inhibition and stereochemistry of glucosinolate hydrolysis by myrosinase [J].

Cottaz, S ;

Henrissat, B ;

Driguez, H .

BIOCHEMISTRY, 1996, 35 (48) :15256-15259

[5] Synthesis of 2-deoxy-2-fluoro-glucotropaeolin, a thioglucosidase inhibitor [J].

Cottaz, S ;

Rollin, P ;

Driguez, H .

CARBOHYDRATE RESEARCH, 1997, 298 (1-2) :127-130

[6] The chemical diversity and distribution of glucosinolates and isothiocyanates among plants [J].

Fahey, JW ;

Zalcmann, AT ;

Talalay, P .

PHYTOCHEMISTRY, 2001, 56 (01) :5-51

[7]

GARDRAT C, 1993, HETEROCYCLES, V35, P1015

[8] SYNTHESIS OF 1,5-DITHIO-D-GLUCOPYRANOSE AND SOME OF ITS BIOLOGICALLY RELEVANT DERIVATIVES [J].

JOSEPH, B ;

ROLLIN, P .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1993, 12 (06) :719-729

[9]

KJAER A, 1987, ACTA CHEM SCAND B, V41, P29

[10] SYNTHESIS OF AN ARTIFICIAL PHOSPHATE BIO-ISOSTERE OF GLUCOTROPAEOLIN [J].

LAZAR, S ;

ROLLIN, P .

TETRAHEDRON LETTERS, 1994, 35 (14) :2173-2174

← 1 2 →