| Identification | Back Directory | [Name]
ARCYRIAFLAVIN A | [CAS]
118458-54-1 | [Synonyms]
ARCYRIAFLAVIN A
ARCYRIAFLAVIN A, SYNTHETIC
12,13-DIHYDRO-5H-INDOLO[2,3-A]PYRROLO[3,4-C]CARBAZOLE-5,7(6H)-DIONE
5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione, 12,13-dihydro- | [Molecular Formula]
C20H11N3O2 | [MDL Number]
MFCD03452662 | [MOL File]
118458-54-1.mol | [Molecular Weight]
325.32 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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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