Abstract
Apoptosis is the process of programmed cell death and plays a fundamental role in several human diseases. We have previously reported the synthesis of the perhydro-1,4-diazepine-2,5-dione and 1,4-piperazine-2,5-dione derivatives as racemic mixtures. Compounds 1 and 2 showed a potent in vitro and in cellular extracts antiapoptotic activity. In view that the chiral discrimination has been an issue in the development and use of pharmaceutical drugs, the present contribution reports the synthesis of enantiopure peptidomimetics 1 and 2. The biological evaluation of these enantiomers as apoptosis inhibitors is also reported.
Copyright © 2012 Elsevier Ltd. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Apoptosis / drug effects
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Apoptosomes / antagonists & inhibitors
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Apoptosomes / metabolism
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Apoptotic Protease-Activating Factor 1 / antagonists & inhibitors
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Apoptotic Protease-Activating Factor 1 / genetics
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Apoptotic Protease-Activating Factor 1 / metabolism
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Azepines / chemical synthesis
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Azepines / chemistry*
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Azepines / pharmacology
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HEK293 Cells
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Humans
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Peptidomimetics
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Piperazine
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Piperazines / chemical synthesis
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Piperazines / chemistry*
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Piperazines / pharmacology
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Protein Binding
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Recombinant Proteins / antagonists & inhibitors
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Recombinant Proteins / genetics
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Recombinant Proteins / metabolism
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Stereoisomerism
Substances
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Apoptosomes
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Apoptotic Protease-Activating Factor 1
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Azepines
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Peptidomimetics
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Piperazines
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Recombinant Proteins
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Piperazine