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

Date
2015
Authors
Önen-Bayram F.E.
Buran, K.
Durmaz I.
Berk, B.
Cetin-Atalay, R.
Advisor
Instructor
Source Title
MedChemComm
Print ISSN
20402503
Electronic ISSN
Publisher
Royal Society of Chemistry
Volume
6
Issue
1
Pages
90 - 93
Language
English
Type
Article
Journal Title
Journal ISSN
Volume Title
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.

Course
Other identifiers
Book Title
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
Citation
Published Version (Please cite this version)