| Identification | Back Directory | [Name]
2-(2,4-Dihydroxyphenyl)-3-(3-methyl-2-butenyl)-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:5,4-b']dipyran-4-one | [CAS]
19275-49-1 | [Synonyms]
Cudraflavone B
2-(2,4-Dihydroxyphenyl)-3-(3-methyl-2-butenyl)-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:5,4-b']dipyran-4-one
8-(2,4-Dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one
2H,6H-Benzo[1,2-b:5,4-b']dipyran-6-one, 8-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-7-(3-methyl-2-buten-1-yl)- | [Molecular Formula]
C25H24O6 | [MOL File]
19275-49-1.mol | [Molecular Weight]
420.45 |
| Hazard Information | Back Directory | [Uses]
Cudraflavone B is a prenylated flavonoid with anti-inflammatory and anti-tumor properties. Cudraflavone B is also a dual inhibitor of COX-1 and COX-2. Cudraflavone B blocks the translocation of nuclear factor κB (NF-κB) from the cytoplasm to the nucleus in macrophages. Thus, Cudraflavone B inhibits tumor necrosis factor α (TNFα) gene expression and secretion. Cudraflavone B also triggers the mitochondrial apoptotic pathway, activates NF-κB, the MAPK p38, and ERK, and induced the expression of SIRT1. Thus Cudraflavone B inhibits the growth of human oral squamous cell carcinoma cells[1][2]. | [Definition]
ChEBI: Cudraflavone B is an extended flavonoid that consists of a pyranochromane skeleton that is 2H,6H-pyrano[3,2-g]chromen-6-one substituted by geminal methyl groups at position 2, a 2,4-dihydroxyphenyl group at position 8, a hydroxy group at position 5 and a prenyl group at position 7. Isolated from Morus alba and Morus species it exhibits anti-inflammatory activity. It has a role as an anti-inflammatory agent and a plant metabolite. It is an extended flavonoid, a pyranochromane and a trihydroxyflavone. | [IC 50]
NF-κB; COX-2; COX-1; TNFRSF1A; p38 MAP kinase; ERK; SIRT1 | [References]
[1] Ho?ek J, et al. Natural compound cudraflavone B shows promising anti-inflammatory properties in vitro. J Nat Prod. 2011 Apr 25;74(4):614-9. DOI:10.1021/np100638h
[2] Lee HJ, et al. Growth inhibition and apoptosis-inducing effects of cudraflavone B in human oral cancer cells via MAPK, NF-κB, and SIRT1 signaling pathway. Planta Med. 2013 Sep;79(14):1298-306. DOI:10.1055/s-0033-1350619 |
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