158264-61-0

Upstream product

• 158264-58-5 (2E,4E)-1-(2-Benzyloxy-6-hydroxy-phenyl)-5-phenyl-penta-2,4-dien-1-one 
• 158264-60-9 (E)-5-benzyloxy-2-styrylchromone 
• 4047-24-9 1-[2-(benzyloxy)-6-hydroxyphenyl]ethanone 
• 205308-06-1 1-(6-benzyloxy-2-hydroxyphenyl)-3-hydroxy-5-phenyl-2,4-pentadien-1-one 
• 205308-01-6 6'-benzyloxy-2'-(cinnamoyloxy)acetophenone 
• 14371-10-9 (E)-3-phenylpropenal 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 1000997-01-2 5-hydroxy-2-(3-phenyl-1,2,3,4-tetrahydronaphth-2-yl)chromone 

Relevant academic research and scientific papers

(E)-2-Styrylchromones as potential anti-norovirus agents

Human noroviruses (NoV) are now recognized as the most frequent cause of outbreaks and sporadic cases of acute gastroenteritis. Despite the significant economic impact and considerable morbidity of norovirus disease, no drug or vaccine is currently available to treat or prevent this disease, therefore the discovery of anti-norovirus drugs is urgent. In the present work, a total of 12 structure related chromone and (E)-2-styrylchromones were evaluated for their potential anti-norovirus activity using the murine norovirus (MNV) as a surrogate model for human NoV. From the 12 compounds studied, six (E)-2-styrylchromones were found to have with interesting anti-norovirus activity. The best compounds of the series were (E)-5-hydroxy-2-styrylchromone and (E)-4′-methoxy-2-styrylchromone with an IC50 ≈ 7 μM. A first insight into the mechanism of action of these compounds was possible. An interesting relationship between the anti-norovirus activity and the chemical structure was observed. The present study points out that the (E)-2-styrylchromones skeleton is an important one which deserves to be developed and further explored as new antiviral drugs against NoV.

Synthesis of New Hydroxy-2-styrylchromones

Hydroxy-2-styrylchromones 5a-i were prepared by debenzylation of benzyloxy-2-styrylchromones 3a-i, which were synthesised by the Baker-Venkataraman method. The last step of this method, the cyclodehydration 5-aryl-3-hydroxy-1-(2-hydroxyaryl)-2,4-pentadien

Novel (E)- and (Z)-2-styrylchromones from (E,E)-2′-hydroxycinnamylideneacetophenones - Xanthones from daylight photooxidative cyclization of (E)-2-styrylchromones

The oxidative cyclization of (E,E)-2′-hydroxycinnamylideneacetophenones 1a-e, and (E,E)-2′-benzyloxy-6′-hydroxycinnamylideneacetophenones 1i-1 with DMSO/ iodine, gave (E)-2-styrylchromones 3a-e,i-1. However, in the case of (E,E)-γ-alkyl-2′-hydroxycinnamyl

Syntheses of 5-Hydroxy-2-(phenyl or styryl)chromones and of Some Halo Derivatives

One-pot syntheses of 5-hydroxy-2-(phenyl or styryl)chromones and the corresponding 6- and 8-monoiodo- and 6,8-diiodochromones have been developed. The procedures involve oxidative cyclization of 2′-benzyloxy-6′-hydroxychalcones and 2′-benzyloxy-6′-hydroxy-2-cinnamylideneacetophenones and electrophilic substitution processes on the chromone moieties; such procedures were also applied to the syntheses of 6,8-dibromochromone derivatives.

5-Hydroxy-2-(phenyl or styryl)chromones: One-pot synthesis and C-6, C-8 13C NMR assignments

A new procedure to synthesise 5-hydroxy derivatives of 2-phenyl- and 2- styrylchromones is reported. The assignments of their C-6 and C-8 atoms, made by proton-coupled 13C and selective INEPT NMR spectroscopy, show that the literature data for such carbon centres must be interchanged.