656820-32-5 Usage
Uses
Used in Stem Cell Research:
Reversine is used as a stem cell differentiation agent for its ability to induce dedifferentiation of C2C12 culture myoblast cells into stem cell progenitors at a concentration of 5 μM for four days. This property makes it a valuable tool in stem cell research and regenerative medicine.
Used in Neuronal and Leukemia Cell Differentiation:
In NT2 neuronal and HL-60 human promyelocytic leukemia cells, Reversine is used as a differentiation inducer, promoting the development and maturation of these cell types.
Used in Chromosome Segregation Studies:
Reversine is utilized in the study of chromosome segregation due to its ability to inhibit the mitotic spindle checkpoint enzyme MPS1 with IC50 values of 6 and 2.8 nM for its kinase domain and full-length version, respectively.
Used in Cancer Research:
Reversine is used in cancer research as it induces autophagy in WRO human follicular thyroid cancer cells and decreases Akt/mTOR signaling, providing insights into the development of potential cancer therapies.
Used in Pharmacological Research:
As a pan-aurora A/B/C kinase inhibitor with IC50 values of 98-876 nM and an antagonist at the adenosine A3 receptor with a Ki value of 0.66 μM, Reversine is used in pharmacological research to study the effects of these targets on various biological processes and diseases.
Biochem/physiol Actions
Reversine was first described as a synthetic substituted purine with activity as a dedifferentiation agent; it was shown to induces differentiated lineage-committed cells to become multipotent mesenchymal stem cells (MSCs). Reversine has also been show to have activity as a potent, selective human A3 adenosine receptor antagonist (Ki value of 0.66 μM), as an ATP-competitive Aurora kinase inhibitor, and as a Mps1 kinase inhibitor. Additionally, studies have shown reversine to be an anti-cancer agent, inhibiting growth and inducing cell death in various cancer cell types.
in vitro
reversine could be used to induce dedifferentiation of murine myoblasts. previous reports also showed that reversine had a role in regeneration. moreover, a recent report indicated reversine had anti-tumor capabilities for a myeloma cell line, as demonstrated by that reversine could suppress the expression of cell cycle related proteins aurora kinase a and aurora kinase b [1].
in vivo
the effects of reversine on tumor weight and volume were assessed using a murine model of cervical cancer with u14 cells, separately or combined with aspirin. the inhibition rate of cells in the combination group significantly increased; moreover, such combination could synergistically inhibit the proliferation of five cervical cancer cell lines. in the mouse model, tumor weight and volume of cervical cancer bearing mice were more reduced [1].
IC 50
150, 500 and 400 nm for aurora kinase a, b and c respectively
References
1) Chen et al. (2004), Dedifferentiation of lineage-committed cells by a small molecule; J. Am. Chem. Soc., 126 410
2) Chen et al. (2007), Reversine increases the plasticity of lineage-committed mammalian cells; Proc. Natl. Acad. Sci. USA, 104 10482
3) Perreira et al. (2005), Reversine and its 2-substituted adenine derivatives as potent and selective A3 adenosine receptor antagonists; J. Med. Chem., 48 4910
Check Digit Verification of cas no
The CAS Registry Mumber 656820-32-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,5,6,8,2 and 0 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 656820-32:
(8*6)+(7*5)+(6*6)+(5*8)+(4*2)+(3*0)+(2*3)+(1*2)=175
175 % 10 = 5
So 656820-32-5 is a valid CAS Registry Number.
InChI:InChI=1/C21H27N7O/c1-2-4-15(5-3-1)24-20-18-19(23-14-22-18)26-21(27-20)25-16-6-8-17(9-7-16)28-10-12-29-13-11-28/h6-9,14-15H,1-5,10-13H2,(H3,22,23,24,25,26,27)
