72357-31-4

Basic information

• Product Name: Licoflavone C
• Synonyms: Licoflavone C;4',5,7-Trihydroxy-8-prenylflavone;5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one;8-Prenylapigenin
• CAS NO: 72357-31-4
• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.35392
• EINECS: -0
• Product Categories: sy
• Mol File: 72357-31-4.mol

Chemical Properties

• Melting Point: 173-174 °C (decomp)(Solv: chloroform (67-66-3))
• Boiling Point: 583.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.351±0.06 g/cm3(Predicted)
• PKA: 6?+-.0.40(Predicted)
• CAS DataBase Reference: Licoflavone C(CAS DataBase Reference)
• NIST Chemistry Reference: Licoflavone C(72357-31-4)
• EPA Substance Registry System: Licoflavone C(72357-31-4)

Safety Data

• Hazardous Substances Data: 72357-31-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Licoflavone C is used as a potential therapeutic agent for its suggested anti-inflammatory and antioxidant effects, which could be beneficial in the treatment of various diseases and conditions.
Used in Natural and Medicinal Chemistry Research:
Licoflavone C is used as a subject of study for its pharmacological properties, with the aim of further understanding its potential medicinal applications and effects on human health.

Upstream product

• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 780724-90-5 dimethylallyl diphosphate 
• 68682-02-0 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-8-(3-methyl-but-2-enyl)-chroman-4-one 
• 857-79-4 7,4'-diacetoxy-5-hydroxyflavone 
• 134955-46-7 5-hydroxy-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)-4H-chromen-4-one 
• 852247-42-8 7,4'-bis-O-methoxymethyl-5-O-prenylapigenin 
• 870-63-3 prenyl bromide 
• 84092-47-7 5,7,4'-trimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone 
• 84092-45-5 2',4'-bis(methoxymethoxy)-5'-(3,3-dimethylallyl)-6'-hydroxyacetophenone 
• 27364-71-2 2',4',6'-trihydroxy-3'-(3-methyl-2-butenyl)acetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 852247-43-9 7,4'-bis-O-methoxymethyl-8-prenylapigenin 
• 583037-97-2 7,4'-diacetoxy-5-(3-methylbut-2-enyloxy)flavone 

Relevant articles and documents

Synthesis of four natural prenylflavonoids and their estrogen-like activities

Four prenylflavonoids, bavachin 1, isobavachin 2, 7,4′-dihydroxy-8- prenylflavone 3, and 8-prenylapigenin 4 were synthesized and recognized for possessing estrogen-like activity in MCF-7/BOS cells, as evaluated by an estrogen-screening assay. All compound

Effects of flavonoids on cell proliferation and caspase activation in a human colonic cell line HT29: An SAR study

A library of 42 natural and synthetic flavonoids has been screened for their effect on cell proliferation and apoptosis in a human colonic cell line (HT-29). Examples of different classes of flavonoids have been screened, and the effects of hydroxylation, methoxylation and/or C-alkylation at various positions in the A- and B-rings have been assessed. Flavones and flavonols possess greater antiproliferative activity than chalcones and flavanones. With respect to structural modification of flavonoids, C-isoprenylation was by far the most effective, with substitution at the 8-position and longer chains, such as geranyl giving the best results. Finally, most compounds that significantly reduced cell survival also increased caspase activity, suggesting that at least part of their antiproliferative activity might be attributable to an apoptotic response.

Synthesis of lupiwighteone via a para-Claisen-Cope rearrangement

The lanthanide catalysed para-Claisen-Cope rearrangement has been used as the key step in a short synthesis of the prenylated isoflavone, lupiwighteone. The Mitsunobu reaction was employed for the 5-O-prenylation of the acid/base sensitive acetylated isof

Flavanone 8-dimethylallyltransferase in Sophora flavescens cell suspension cultures

Dimethylallyl diphosphate: naringenin 8-dimethylallyltransferase (EC 2.5.1) was characterized. The enzyme was enantiospecific for (-)-(2S)-naringenin and utilized 3,3-dimethylallyl diphosphate as sole prenyl donor. It required Mg2+ (optimum concentration, 10 mM), and has an optimum pH of 9-10. The apparent K(m) values for 3,3-dimethylallyl diphosphate and naringenin were 120 and 36 μM, respectively. The microsomal fraction prenylated several other flavanones at the C-8 position less effectively as compared with naringenin. Interestingly, when 2'-hydroxynaringenin was used as a prenyl acceptor, the 8-lavandulyl (sophoraflavanone G) and the 6-dimethylallyl derivatives were formed, together with the 8-dimethylallyl derivative, leachianone G. These results suggest that the 2'-hydroxy group of naringenin plays an important role for the formation of a lavandulyl group. (C) 2000 Elsevier Science Ltd.