Small-molecule activation of procaspase-3 to caspase-3 as a personalized anticancer strategy
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1 Small-molecule activation of procaspase-3 to caspase-3 as a personalized anticancer strategy Paul J. Hergenrother and Co-workers Department of Chemistry Department of Biochemistry Univeristy of Illinois-Urbana ature Chemical Biology 2006, 2, 543 Caspase: cysteine-aspartic-acid-protease The Executioner Proteins David Wipf Group 1 2/25/2007
2 Apoptosis Signal Pathways: The Language of Cell Death -All cells have apoptotic machinery, necessary for continued growth and elimination of faulty or malfunctioning cells. -Cancer cells have a notable resistance to common apoptotic signals, allowing their continued existence and reproduction. -Fundamentally, resistance is often a result of improper regulation of critical proteins and/or their genes in the apoptotic cascade. -There are two types of apoptosis: intrinsic and extrinsic. -Extrinsic: Cellular damage and/or death receptor activation/caspase-8 -Intrinsic: Signals that flow through mitochondria/caspase-9 -The apoptotic signal cascade is complex and not conserved in all cancers. David Wipf Group 2 2/25/2007
3 The Apoptotic Cascade: Intrinsic and Extrinsic Initiation and Convergence -This simplified scheme depicts intrinsic and extrinsic initiation. -Multiple caspases are involved in the pathways. -Ultimately, most pathways process through caspase-3. -Upstream signals in cancer can often be disrupted before processing all the way to execution. -What does this mean? Caspase-3 is a target for small-molecule activation. David Wipf Group 3 2/25/2007
4 David Wipf Group 4 2/25/2007
5 Apoptosis Signal Pathways: The Language of Cell Death -Goal: Activate a proapoptotic signal far downstream. -A therapeutic strategy targeting these proteins would be more successful since cancers have highly elevated levels of these proteins (1-6 fold). Procaspase-3 Caspase-8 or -9 Caspase-3, the active executioner -Procaspase-3 has a Ile-Glu-Thr-Asp active site blocked by Asp-Asp-Asp safety Concept: Screen for safety cleavage, which releases the executioner. -20,500 compounds screened against Asp-Glu-Val-Asp-p-nitroanilide. -Observe at 405 nm for p-nitroaniline, indicating cleavage. David Wipf Group 5 2/25/2007
6 Activation of Procaspase-3 by : Discovery O H HO Procaspase-3 Caspase-3 Cleavage of procaspase-3 to active caspase-3 by. -Of the 20,500 compounds, four showed activity and only one of those had a dose-dependant effect. EC 50 = 0.22 µm -Further testing in cancer cells was performed. Relative activation of procaspase-3 by David Wipf Group 6 2/25/2007
7 : Activity in Cancer Cells shows many apoptotic hallmarks -Cells lose the ability to distribute phospholipids in the membrane. -Condensation of chromatin. David Wipf Group 7 2/25/2007
8 Activity in Other Cancer Cell Lines - was tested in cancer cell lines with varying amounts of procaspase-3. -There is a strong correlation between IC 50 and procaspase-3 concentration. O H HO -Most potent in CI-H226 (lung cancer) IC 50 of 0.35 µm. This cell line has a procaspase-3 concentration of 5 times baseline levels. David Wipf Group 8 2/25/2007
9 : Testing in Freshly Resected Colon Cancer Lines O H HO -In all cases, the cells had elevated levels of procaspase-3 ( fold). -IC 50 values ranged from to 1.41 µm. -The cancer cells were 2000 times more sensitive than surrounding normal cells. David Wipf Group 9 2/25/2007
10 : Testing in Freshly Resected Colon Cancer Lines and earby ormal Tissue O H HO -Individual IC 50 data from colon cancer/normal tissue screen. -Direct implantation of via pellet in mouse tumor studies shows decrease in tumor volume over time (slow delivery). David Wipf Group 10 2/25/2007
11 Apoptosis Signal Pathways: Conclusions -A potential approach to selective cancer therapy has been demonstrated by using the natural properties of cancer cells against themselves. O H HO Caspase: cysteine-aspartic-acid-protease The Executioner Proteins EC 50 = 0.22 µm David Wipf Group 11 2/25/2007
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