Identification | Back Directory | [Name]
AIDS-089094, 3-Methoxy-4-phenyl-1H-quinolin-2-one | [CAS]
6152-57-4 | [Synonyms]
O-Methylviridicatin Methylviridicatin, O- 3-methoxy-4-phenylquinolin-2(1H)-one 2(1H)-Quinolinone, 3-methoxy-4-phenyl- AIDS-089094, 3-Methoxy-4-phenyl-1H-quinolin-2-one | [Molecular Formula]
C16H13NO2 | [MDL Number]
MFCD14635391 | [MOL File]
6152-57-4.mol | [Molecular Weight]
251.28 |
Hazard Information | Back Directory | [Uses]
3-O-Methylviridicatin is a metabolite produced by several species of Penicillium. Recently, 3-O-methylviridicatin was shown to be a strong inhibitor of TNFα-induced replication of HIV. Lack of availability has hitherto restricted a more intensive investigation of this interesting metabolite. | [Biological Activity]
5 μm: blocks activation of the hiv long terminal repeat by tnf-α in hela cellso-methylviridicatin, a natural derivative of the alkaloid mycotoxin viridicatin, is produced by several species in the genus, penicillium. it is demonstrated that o-methylviridicatin, as an inhibitor, blocks the tumor necrosis factor alpha (tnfα)-induced replication of human immunodeficiency virus (hiv). tnfα increases the binding of the cellular transcription factor nf-κb to the hiv long terminal repeat (ltr), which directly triggers transcription of the latent provirus. | [in vitro]
o-methylviridicatin had an inhibitory effect on the tnfα-triggered replication of hiv ltr in hela cells. in addition, o-methylviridicatin dose-dependently dampened virus production in the om-10.1 cell line, which was measured by the output of p24 core antigen into the culture medium. it was demonstrated that the suppressive effect of o-methylviridicatin was not reversed even if the concentration of tnfα was increased 10-fold [1]. | [IC 50]
2.5 μm: inhibits virus production in om-10.1 cells (hl-60 promyelocytes infected with hiv-1) treated with tnf-α. | [References]
[1]. heguy, a., cai, p., meyn, p., houck, d., russo, s., & michitsch, r. et al. isolation and characterization of the fungal metabolite 3-o-methylviridicatin as an inhibitor of tumour necrosis factor-induced human immunodeficiency virus replication. antiviral chemistry and chemotherapy. 1998; 9(2): 149-155. |
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