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ChemicalBook--->CAS DataBase List--->6152-57-4

6152-57-4

6152-57-4 Structure

6152-57-4 Structure
IdentificationBack 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
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

solid
Hazard InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

AIDS-089094, 3-Methoxy-4-phenyl-1H-quinolin-2-one(6152-57-4)13CNMR
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