Exploration of isosteric replacement of imidazolidinone motif in 4-phenyl-1-arylsul-fonylimidazolidinone with pyrazole and pyrazolidinone for cytotoxicity

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Title
Exploration of isosteric replacement of imidazolidinone motif in 4-phenyl-1-arylsul-fonylimidazolidinone with pyrazole and pyrazolidinone for cytotoxicity
Author(s)
S Subramanian; V K Sharma; Ji Eun Yun; S H Jung
Bibliographic Citation
Bulletin of Korean Chemical Society, vol. 35, no. 10, pp. 2922-2928
Publication Year
2014
Abstract
To investigate the possible isosteric replacement of imidazolidinone moiety in 4-phenyl-1-arylsulfonyl-imidazolidinones (2) for broad and potent anti-cancer agents, a series of 5-phenyl-1H-pyrazol-3-yl 1-(acyl)indoline-5-sulfonates (4) and 1-(1-(acyl)indolin-5-ylsulfonyl)-5-phenylpyrazolidin-3-ones (5) were prepared and evaluated for their cytotoxicity against six human cancer cell lines. Although the pyrazoles 4 or pyrazolidinones 5 showed relatively good activity, still they showed lesser activity in comparison to imidazolidinones 2. These activity decreases could be interpreted with the effect of change of the hydrogen bonding characteristics and the substitution pattern on structural variations of five membered rings from imidazolidinones 2 to pyrazoles 4 and pyrazolidinones 5, respectively. Therefore, it can be concluded that 4-phenyl-1-arylsulfonylimidazolidinone is a basic pharmacophore of imidazolidinones 2.
Keyword
ArylsulfonylimidazolidinoneCytotoxicityPyrazolidinonesPyrazolones
ISSN
0253-2964
Publisher
Wiley
DOI
http://dx.doi.org/10.5012/bkcs.2014.35.10.2922
Type
Article
Appears in Collections:
1. Journal Articles > Journal Articles
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