Alsterpaullone

• CAT Number: R015669
• CAS Number: 237430-03-4
• Molecular Formula: C16H11N3O3
• Molecular Weight: 293.282
• Purity: ≥95%
• Target: Cyclin-Dependent Kinases
• Solubility: Soluble in DMSO
• Storage: Store at -20C
• IUPAC Name: 9-nitro-7,12-dihydro-5H-indolo[3,2-d][1]benzazepin-6-one
• InChI: InChI=1S/C16H11N3O3/c20-15-8-12-11-7-9(19(21)22)5-6-14(11)18-16(12)10-3-1-2-4-13(10)17-15/h1-7,18H,8H2,(H,17,20)
• InChIKey: OLUKILHGKRVDCT-UHFFFAOYSA-N
• SMILES: C1C2=C(C3=CC=CC=C3NC1=O)NC4=C2C=C(C=C4)[N+](=O)[O-]

Alsterpaullone (Cat. No: R015669) is an effective CDK inhibitor that induces apoptosis by activating caspase-9. In addition, Alsterpaullone can also be used as an effective inhibitor of glycogen synthase kinase-3 (GSK-3), which has the potential to treat neurodegenerative and proliferative diseases.

Reference

1:Identification of alsterpaullone as a novel small molecule inhibitor to target group 3 medulloblastoma. Faria CC, Agnihotri S, Mack SC, Golbourn BJ, Diaz RJ, Olsen S, Bryant M, Bebenek M, Wang X, Bertrand KC, Kushida M, Head R, Clark I, Dirks P, Smith CA, Taylor MD, Rutka JT.Oncotarget. 2015 Aug 28;6(25):21718-29. PMID: 26061748 Free PMC Article2:High-throughput screening reveals alsterpaullone, 2-cyanoethyl as a potent p27Kip1 transcriptional inhibitor. Walters BJ, Lin W, Diao S, Brimble M, Iconaru LI, Dearman J, Goktug A, Chen T, Zuo J.PLoS One. 2014 Mar 19;9(3):e91173. doi: 10.1371/journal.pone.0091173. eCollection 2014. PMID: 24646893 Free PMC Article3:Alsterpaullone, a Cyclin-Dependent Kinase Inhibitor, Mediated Toxicity in HeLa Cells through Apoptosis-Inducing Effect. Cui C, Wang Y, Wang Y, Zhao M, Peng S.J Anal Methods Chem. 2013;2013:602091. doi: 10.1155/2013/602091. Epub 2013 Mar 12. PMID: 23577282 Free PMC Article4:Induction of canonical Wnt signaling by alsterpaullone is sufficient for oral tissue fate during regeneration and embryogenesis in Nematostella vectensis. Trevino M, Stefanik DJ, Rodriguez R, Harmon S, Burton PM.Dev Dyn. 2011 Dec;240(12):2673-9. doi: 10.1002/dvdy.22774. Epub 2011 Nov 2. PMID: 22052821 Free PMC Article5:Structure-aided optimization of kinase inhibitors derived from alsterpaullone. Kunick C, Zeng Z, Gussio R, Zaharevitz D, Leost M, Totzke F, Schächtele C, Kubbutat MH, Meijer L, Lemcke T.Chembiochem. 2005 Mar;6(3):541-9. PMID: 15696597 6:Poly(ethylene glycol) prodrugs of the CDK inhibitor, alsterpaullone (NSC 705701): synthesis and pharmacokinetic studies. Greenwald RB, Zhao H, Xia J, Wu D, Nervi S, Stinson SF, Majerova E, Bramhall C, Zaharevitz DW.Bioconjug Chem. 2004 Sep-Oct;15(5):1076-83. PMID: 15366962 7:Inhibition of cdk1 by alsterpaullone and thioflavopiridol correlates with increased transit time from mid G2 through prophase. Soni DV, Jacobberger JW.Cell Cycle. 2004 Mar;3(3):349-57. Epub 2004 Mar 1. PMID: 14726692 8:Alsterpaullone, a novel cyclin-dependent kinase inhibitor, induces apoptosis by activation of caspase-9 due to perturbation in mitochondrial membrane potential. Lahusen T, De Siervi A, Kunick C, Senderowicz AM.Mol Carcinog. 2003 Apr;36(4):183-94. PMID: 12669310