Comparative evaluation of D-glucosyl thiouronium, glucosylthio heterocycles, Daonil, and insulin as inhibitors for hepatic glycosidases

被引:27
作者
Awad, OMED
Attia, WE
El Ashry, ESH [1 ]
机构
[1] Univ Alexandria, Fac Sci, Dept Biochem, Alexandria 21321, Egypt
[2] Univ Alexandria, Fac Sci, Dept Chem, Alexandria 21321, Egypt
关键词
alpha-glucosidase; beta-glucosidase; glucopyranosylthio; thiouronium; thiadiazolinthione; benzoxazole;
D O I
10.1016/j.carres.2003.11.009
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
Comparison of the in vivo and in vitro effects of S-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)thiuronium bromide (1), 2-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylthio-1,3,4-thiadiazolin-5-thione (2), and 2-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylthio)-1,3-benzoxazole (3), as well as the antidiabetics Daonil and insulin on glycosidase enzymes has been investigated. Compound 1 inhibited both alpha- and beta-glucosidases, but the inhibition was more potent with the beta-enzyme. Compound 2 was found to be a weaker inhibitor of these enzymes, while compound 3 showed a slight apparent activation. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:469 / 476
页数:8
相关论文
共 48 条
[1]
Synthesis of C-(D-glycopyranosyl)ethylamines and C-(D-glycofuranosyl)methylamines as potential glycosidase inhibitors [J].
Abdel-Rahman, AAH ;
El Ashry, ESH ;
Schmidt, RR .
CARBOHYDRATE RESEARCH, 1999, 315 (1-2) :106-116
[2]
BETA-D-GLUCOSIDASES AND RELATED ENZYMIC ACTIVITIES IN PIG KIDNEY [J].
ABRAHAMS, HE ;
ROBINSON, D .
BIOCHEMICAL JOURNAL, 1969, 111 (05) :749-&
[3]
Synthesis and conformational analysis of seco C-nucleosides and their diseco double-headed analogues of the 1,2,4-triazole, 1,2,4-triazolo[3,4-b]1,3,4-thiadiazole [J].
Awad, LF ;
El Ashry, ESH .
CARBOHYDRATE RESEARCH, 1998, 312 (1-2) :9-22
[4]
BIOCHEMICAL AND KINETIC-STUDIES ON RECRYSTALLIZED URINARY AMYLASE OF PATIENTS WITH CANCER OF THE BLADDER [J].
AWAD, O ;
AMIN, E ;
MOHAMED, N .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 1981, 3 (04) :272-274
[5]
AWAD OME, 1974, CHEM-BIOL INTERACT, V8, P75
[6]
AWAD OME, 1976, 10 M BIOCH HAMB W GE, P67
[7]
Inhibition of some hepatic glycosidases by the diseco nucleoside, 4-amino-3-(D-glucopentitol-1-yl)-5-mercapto-1,2,4-triazole and its 3-methyl analog [J].
Balbaa, M ;
Mansour, H ;
El-Sawy, H ;
El-Ashry, ESH .
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2002, 21 (10) :695-708
[8]
Inhibition of some hepatic lysosomal glycosidases by ethanolamines and phenyl 6-deoxy-6-(morpholin-4-yl)-β-D-glucopyranoside [J].
Balbaa, M ;
Abdel-Hady, N ;
El-Rashidy, F ;
Awad, L ;
El-Ashry, EH ;
Schmidt, RR .
CARBOHYDRATE RESEARCH, 1999, 317 (1-4) :100-109
[9]
A comparison of acarbose versus metformin as an adjuvant therapy in sulfonylurea-treated NIDDM patients [J].
Bayraktar, M ;
VanThiel, DH ;
Adalar, N .
DIABETES CARE, 1996, 19 (03) :252-254
[10]
DANIELS LB, 1981, J BIOL CHEM, V256, P3004