Synthesis of Some Novel D-Glucuronic Acid Acetylated Derivatives as Potential Anti-Tumor Agents

被引:7
作者
El-Nezhawy, Ahmed O. H. [1 ,2 ]
Adly, Frady G. [2 ]
Eweas, Ahmed F. [1 ,2 ]
Hanna, Atef G. [3 ]
El-Kholy, Yehya M. [4 ]
El-Sayed, Shahenaz H. [4 ]
El-Naggar, Tarek B. A. [5 ]
机构
[1] Taif Univ, Coll Pharm, Dept Pharmaceut Chem, At Taif, Saudi Arabia
[2] Natl Res Ctr, Chem Nat & Microbial Prod Dept, Cairo, Egypt
[3] Natl Res Ctr, Chem Nat Cpds Dept, Cairo, Egypt
[4] Helwan Univ, Fac Sci, Dept Chem, Helwan, Egypt
[5] Univ Complutense, Fac Pharm, Dept Pharmacol, Madrid, Spain
关键词
Amide linkage; Anti-tumor; D-Glucuronamide; D-Glucuronic acid; MCF-7; TK-10; UACC-62; BLASTOMA CELL-LINE; SIALIC-ACID; CONJUGATE; MECHANISM; ANALOGS; GANGLIOSIDES; RECOGNITION; INHIBITION; METABOLISM; MOLECULES;
D O I
10.1002/ardp.201000367
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A structurally diverse series of Delta(4,5)-uronamide derivatives have been chemically synthesized starting from D-glucuronic acid itself by means of acetylation, activation, amide bond formation and base-catalyzed elimination protocols. Structure elucidation for all products along with optimization of the synthetic steps is described. The synthesized compounds were evaluated for their in-vitro anti-tumor activity against MCF-7, TK-10 and UACC-62 cell lines. The compounds 5, 11, 13, 15 and 16 were the most active against TK-10 cell line. On the other hand, the most active compounds against the MCF-7 cell line were 11 and 15. However, compounds 5, 7, 11, 13, 15 and 16 were the most active against the UACC-62 cell line.
引用
收藏
页码:648 / 657
页数:10
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