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US 2011/0257398 A1Published application
Compositions and Methods Including Cell Death Inducers and Procaspase Activation
AssigneeThe Board of Trustees of the University of Illinois
InventorsPaul J. HERGENROTHER, Karson S. PUTT, Quinn P. PETERSON, Valerie FAKO
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Abstract
Compositions and methods are disclosed in embodiments relating to induction of cell death such as in cancer cells. Compounds and related methods for synthesis and use thereof, including the use of compounds in therapy for the treatment of cancer and selective induction of apoptosis in cells are disclosed. Compounds are disclosed in connection with modification of procaspases such as procaspase-3. In embodiments, compositions are capable of activation of procaspase-3.
Claims18
A compound having formula:
- and salts thereof,
- wherein Y is selected from Y2-Y6 where:
- Y1=—CH2—CO—NR6—N═CH—
- Y2=—CH2—CO—NR6—NR′6—CH2—
- Y3=—CH2—CH2—NR6—N═CH—
- Y4=—CH2—CH2—NR6—NR′6—CH2—
- Y5=—CH2—CO—NH—CH2—CH2—, or
- Y6=—CH2—CO—NH—CH2—;
- n=0, 1 or 2;
- each R, independently of each other R, is selected from hydrogen, halogen, C1-C6 alkyl, or C2-C6 alkenyl;
- R2X is a halogen or X is O, S, NR7, CO, OCO, or OCS, when X is O or S, R2=hydrogen, C1-C6 alkyl, aryl, R8CO—, R8OCO—, R8SCO, or R8OCS—, where R8 is C1-C6 alkyl or aryl, when X is NR7, R2 and R7, independently, are selected from hydrogen, C1-C6 alkyl, aryl, R8CO—, pr R8OCO—;
- when X is CO, OCO or OCS, R2 is hydrogen, C1-C6 alkyl, or aryl;
- R3 is selected from hydrogen, halogen, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 alkenol, C1-C6 alkanol, or C2-C6 haloalkenyl;
- R5 is N or CH2;
- R6 and R′6 are selected from hydrogen or C1-C3 alkyl;
- and
- B is aryl, heteroaryl or R9—O—CO—, where R9 is C1-C6 alkyl or aryl.
14 more elements
A compound of formula:
- and salts thereof,
- wherein n=0, 1 or 2;
- each R, independently of other R, is selected from hydrogen, halogen, alkyl, or alkenyl;
- R2X is a halogen or X is O, S, NR7, CO, OCO, or OCS, when X is O or S, R2=hydrogen, alkyl, aryl, R8CO—, R8OCO—, R8SCO, or R8OCS—;
- where R8 is C1-C6 alkyl or aryl, when X is NR7, R2 and R7, independently, are selected from hydrogen, C1-C6 alkyl, aryl, R8CO—, or R8OCO—;
- when X is CO, OCO or OCS, R2 is hydrogen, C1-C6 alkyl, or aryl;
- R3 is selected from hydrogen, halogen, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 alkenol, C1-C6 alkanol, or C2-C6 haloalkenyl;
- R4 and R5 are both N;
- R4 is N and R5 is CH;
- R4 is CH and R5 is N or R4 and R5 are both CH;
- R6 is hydrogen or C1-C6 alkyl;
- A=oxygen or sulfur;
- and
- B is heteroaryl or R9—O—CO—, where R9 is C1-C6 alkyl or aryl.
11 more elements
A compound of formula:
- and salts thereof,
- wherein n=0, 1 or 2;
- each R, independently of other R, is selected from hydrogen, halogen, C1-C6 alkyl, or C2-C6 alkenyl;
- R2X is a halogen or X is S, NR7, CO, OCO, or OCS, when X is S, R2=hydrogen, C1-C6 alkyl, aryl, R8CO—, R8OCO—, R8SCO, or R8OCS—, where R8 is C1-C6 alkyl or aryl, when X is NR7, R2 and R7, independently, are selected from hydrogen, C1-C6 alkyl, aryl, R8CO—, R8OCO—, or a moiety that is removable under physiological conditions;
- when X is CO, OCO or OCS, R2 is hydrogen, C1-C6 alkyl, or aryl;
- R3 is selected from hydrogen, halogen, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 alkenol, C1-C6 alkanol, or C2-C6 haloalkenyl;
- R4 and R5 are both N;
- R4 is N and R5 is CH;
- R4 is CH and R5 is N or R4 and R5 are both CH;
- R6 is hydrogen or C1-C6 alkyl;
- A=oxygen or sulfur;
- and
- B is aryl.
10 more elements
Dependencies are inferred from the claim text.