3-Propionyl-thiazolidine-4-carboxylic acid ethyl esters: A family of antiproliferative thiazolidines
Author
Önen-Bayram F.E.
Buran, K.
Durmaz I.
Berk, B.
Cetin-Atalay, R.
Date
2015Source Title
MedChemComm
Print ISSN
20402503
Publisher
Royal Society of Chemistry
Volume
6
Issue
1
Pages
90 - 93
Language
English
Type
ArticleItem Usage Stats
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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 ester3 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