BOHEMINE Property

Melting point:

101-103 °C

Boiling point:

589.4±60.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

solubility 

chloroform: 50 mg/mL, soluble

form 

powder

pka

14.94±0.10(Predicted)

Safety

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

BOHEMINE Chemical Properties,Usage,Production

Definition

ChEBI: Bohemine is purine substituted on C-2, C-6 and N-9 with (3-hydroxypropyl)amino, benzylamino and isopropyl groups respectively; a synthetic, cell-permeable, cyclin-dependent kinase (CDK) inhibitor that is structurally similar to olomoucine and roscovitine. It has a role as an EC 2.7.11.22 (cyclin-dependent kinase) inhibitor.

Biological Activity

a highly conserved array of mechanisms regulating cyclin-dependent kinases (cdk), which govern the timing of cell cycle progression and division, has developed in eukaryotes. cdk inhibitors have been shown to play an key regulatory role in cell proliferation, differentiation, senescence, as well as programmed death.

in vitro

bohemine was applied to cultures of mouse hybridoma cells in order to evaluate its capacity of cell growth and the production of monoclonal antibody. results showed that addition of bohemine at concentrations in the range of 1-10 μm led to a short-term arrest of growth and monoclonal antibody production. such short-term suppression of cell functions was followed by a significant temporary increase of specific growth rate and specific production rate. in semicontinuous cultures, the steady-state viable cell density values showed a certain stimulation of cell growth in the presence of bohemine at micromolar concentrations, and growth inhibition at 10 and 30 μm [1].

in vivo

in mice, bohemine was found to be rapidly and completely metabolized and disappeared from circulation during the first 60 min following i.v. administration. moreover, the metabolites were eliminated by the hepatobiliary tract and also by renal excretion [2].

target

Target	Value
Cdk9/cyclin T1 ()	2.7 μM
Cdk2/cyclin E ()	4.6 μM
Cdk2/cyclin A ()	83 μM

IC 50

1 μm for cyclin-dependent kinase

References

[1] franek f,strnad m,havlícek l,siglerová v,fismolová i,eckschlager t. diverse effects of the cyclin-dependent kinase inhibitor bohemine: concentration- and time-dependent suppression or stimulation of hybridoma culture. cytotechnology.2001 jul;36(1-3):117-23.
[2] chmela z,vesel j,lemr k,rypka m,hanus j,havlícek l,krystof v,michnová l,fuksová k,lukes j. in vivo metabolism of 2,6,9-trisubstituted purine-derived cyclin-dependent kinase inhibitor bohemine in mice: glucosidation as the principal metabolic route. drug metab dispos.2001 mar;29(3):326-34.