An Efficient Synthesis of Thiazolidine-4-ones with Antitumor and Antioxidant Activities

被引：19
|
作者：
Aly, Ashraf A. [1 ]
Brown, Alan B. [2 ]
Abdel-Aziz, Mohamed [3 ]
Abuo-Rahma, Gamal El-Din A. A. [3 ]
Radwan, Mohamed F. [3 ]
Ramadan, Mohamed [3 ]
Gamal-Eldeen, Amira M. [4 ]
机构：
[1] Menia Univ, Fac Sci, Chem Dept, El Menia 61519, Egypt
[2] Florida Inst Technol, Chem Dept, Melbourne, FL 32901 USA
[3] Menia Univ, Fac Pharm, Dept Med Chem, El Menia 61519, Egypt
[4] Natl Res Ctr, Dept Biochem, Div Genet Engn & Biotechnol, Cairo, Egypt
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2012年 / 49卷 / 04期
基金：
美国国家科学基金会;
关键词：
DIMETHYL ACETYLENEDICARBOXYLATE; BIOLOGICAL-ACTIVITY; ONE-POT; DERIVATIVES; 4-THIAZOLIDINONES; THIOAMIDES; ESTERS;
D O I：
10.1002/jhe.641
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reaction of 3-aroyl-1-arylthioureas with dimethyl but-2-ynedioate in dichloromethane and catalyzed by triphenylphosphine at -5 degrees C led to (Z)-methyl 2-[(Z)-2-(4-aroylimino)-4-oxo-3-aryl-1,3-thiazolidin-5-ylidene]acetates in good yields. The mechanism is discussed. X-ray structure analysis of one thiazolidine derivative is described. Antitumor and antioxidant activities have been investigated. One derivative of 1,3-thiazolidine showed moderate antiproliferative in vitro activity against hepatocellular carcinoma Hep-G2, whereas another 1,3-thiazolidine introduced effective antioxidant activity compared to ascorbic acid.
引用
收藏
页码：726 / 731
页数：6
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