An Efficient Synthesis of Thiazolidine‐4‐ones with Antitumor and Antioxidant Activities |
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Authors: | Ashraf A Aly Alan B Brown Mohamed Abdel‐Aziz Gamal El‐Din A A Abuo‐Rahma Mohamed F Radwan Mohamed Ramadan Amira M Gamal‐Eldeen |
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Institution: | 1. Chemistry Department, Faculty of Science, El‐Minia University, , Egypt;2. Chemistry Department, Florida Institute of Technology, , Melbourne, Florida, 32901;3. Department of Medicinal Chemistry, Faculty of Pharmacy, El‐Minia University, , Egypt;4. Department of Biochemistry, Division of Genetic Engineering and Biotechnology, National Research Centre, , Cairo, Egypt |
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Abstract: | Reaction of 3‐aroyl‐1‐arylthioureas with dimethyl but‐2‐ynedioate in dichloromethane and catalyzed by triphenylphosphine at ?5°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. |
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