Basic information Safety Supplier Related

ARCYRIAFLAVIN A

Basic information Safety Supplier Related

ARCYRIAFLAVIN A Basic information

Product Name:
ARCYRIAFLAVIN A
Synonyms:
  • 12,13-DIHYDRO-5H-INDOLO[2,3-A]PYRROLO[3,4-C]CARBAZOLE-5,7(6H)-DIONE
  • ARCYRIAFLAVIN A
  • ARCYRIAFLAVIN A, SYNTHETIC
  • 5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione, 12,13-dihydro-
CAS:
118458-54-1
MF:
C20H11N3O2
MW:
325.32
Product Categories:
  • Cell Cycle Regulation
Mol File:
118458-54-1.mol
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ARCYRIAFLAVIN A Chemical Properties

Melting point:
>200 °C
Density 
1.621±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
Orange to red solid.
pka
10.74±0.20(Predicted)
color 
Brown to reddish brown
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ARCYRIAFLAVIN A Usage And Synthesis

Uses

Arcyriaflavin A is a potent inhibitor of CDK4/cyclin D1.

Definition

ChEBI: LSM-3627 is an indolocarbazole.

Biological Activity

Potent inhibitor of cdk4/cyclin D1 (IC 50 = 59 nM). Also active against CaM kinase II (IC 50 = 25 nM) but displays selectivity over several other kinases in vitro (IC 50 values for inhibition of PKA and PKC are > 2 and > 100 μ M respectively). Inhibits human cytomegalovirus (HCMV) replication in vitro (IC 50 = 200 nM).

in vitro

arcyriaflavin a is a potent, selective inhibitor of hcmv replication in cell culture, and the anti-hcmv activity appeared no relation to the inhibition of protein kinase c. the imide nh was identified to be essential for anti-hcmv activity [1]. arcyriaflavin a also has been showed the inhibitory activity against d1/cdk4 with a ic50 of 59 nm. based on x-ray co-crystal structure of staurosporine and the human cdk2, the acidic proton of the maleimide moiety and the carbonyl group play critical roles by acting as a hydrogen bond donor and acceptor in the atp binding pocket of cdk2 [2].

IC 50

0.2 μm for hcmv [1], 0.14 μm for d1–cdk4 [2]

References

[1] slater mj, cockerill s, baxter r, bonser rw, gohil k, gowrie c, robinson je, littler e, parry n, randall r, snowden w. indolocarbazoles: potent, selective inhibitors of human cytomegalovirus replication. bioorg med chem. 1999 jun;7(6):1067-74.
[2] zhu g, conner s, zhou x, shih c, brooks hb, considine e, dempsey ja, ogg c, patel b, schultz rm, spencer cd, teicher b, watkins sa. synthesis of quinolinyl/isoquinolinyl[a]pyrrolo [3,4-c] carbazoles as cyclin d1/cdk4 inhibitors. bioorg med chem lett. 2003 apr 7;13(7):1231-5.

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