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      3-Propionyl-thiazolidine-4-carboxylic acid ethyl esters: A family of antiproliferative thiazolidines

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      Author
      Önen-Bayram F.E.
      Buran, K.
      Durmaz I.
      Berk, B.
      Cetin-Atalay, R.
      Date
      2015
      Source Title
      MedChemComm
      Print ISSN
      20402503
      Publisher
      Royal Society of Chemistry
      Volume
      6
      Issue
      1
      Pages
      90 - 93
      Language
      English
      Type
      Article
      Item Usage Stats
      154
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      126
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      Abstract
      Cancer results from unregulated cell growth. Reactivating the process of the programmed cell death, i.e. apoptosis, is a classical anticancer therapeutic strategy. The apoptosis-inducing property of the (2RS,4R)-2-phenyl-3-propionyl-thiazolidine-4-carboxylic acid ethyl ester (ALC 67) molecule has recently been discovered. We analyzed in this study the impact of the phenyl moiety of this molecule on its biological activity by synthesizing and evaluating analogues where this substituent was replaced by a series of aromatic and aliphatic groups. The results demonstrated that the molecule's antiproliferative property resisted such modifications. Thus, in addition to developing a family of thiazolidine compounds with promising anticancer properties; our investigation revealed that the second position of the thiazolidine ring can be used either to tune the physicochemical properties of ALC67 or to introduce a fluorescent tag to the structure in order to track it in cells and determine its exact molecular mechanism of action. © 2015 The Royal Society of Chemistry.
      Keywords
      2 phenyl 3 propionylthiazolidine 4 carboxylic acid ethyl ester
      3 propionylthiazolidine 4 carboxylic acid ethyl ester derivative
      camptothecin
      fluorouracil
      thiazolidine derivative
      unclassified drug
      antineoplastic activity
      Article
      chemical modification
      controlled study
      drug cytotoxicity
      drug structure
      drug synthesis
      hepatocellular carcinoma cell line
      IC50
      physical chemistry
      Permalink
      http://hdl.handle.net/11693/23469
      Published Version (Please cite this version)
      http://dx.doi.org/10.1039/c4md00306c
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