4382-36-9

Upstream product

• 487-52-5 butein 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 487-52-5 3,4,2',4'-tetrahydroxy-chalcone 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 124775-23-1 tetrakis(O-methoxymethyl)butein 
• 6515-06-6 3,4-bis-methoxymethoxy-benzaldehyde 
• 6515-05-5 2',4'-bis(methoxymethoxy)acetophenone 

Downstream Products

• 6515-23-7 (+/-)-fustin tetraacetate 
• 6515-24-8 (+/-)-2,3-trans-3-hydroxy-3',4',7-trimethoxyflavan 
• 20772-33-2 (+/-)-mollisacacidin pentaacetate 
• 114619-78-2 (+/-)-3t,7-Diacetoxy-2r-(3,4-diacetoxy-phenyl)-chroman-4c-ol 
• 35090-88-1 (+)-3',4',7-tri-O-methylfustin 
• 74645-71-9 3′,4′,7-trimethoxyflavanone 
• 10493-09-1 7,3',4'-trimethoxyflavanone 
• 22395-24-0 3',4',7-trimethoxyflavone 
• 57601-14-6 2'-hydroxy-3,4,4'-trimethoxychalcone 
• 21913-99-5 (2S)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-4H-chromen-4-one 
• 528-48-3 3,7,3',4'-tetrahydroxyflavone 

Relevant academic research and scientific papers

Design, synthesis and anti-inflammatory activity of dihydroflavonol derivatives

Thirty dihydroflavonol derivatives (D1–D30) were designed and synthesized, meanwhile the synthesized compounds were characterized on the basis of spectroscopic analyzes. Their inhibitory activity against the pro-inflammatory inducible interleukin-1β (IL-1β), interleukin-6 (IL-6), and tumor necrosis factor-α (TNF-α) in lipopolysaccharide (LPS)-stimulated murine RAW 264.7 macrophages were evaluated and showed various efficiency. Compounds D1–D30 showed no toxic effects on RAW 264.7 cells at the concentration 20 μM; among them, compounds D9, D13, and D19 exhibited best anti-inflammatory activity through decreasing IL-1β, IL-6, and TNF-α. Furthermore, their structure–activity relationships were discussed preliminarily.

Synthesis and cyclization of 1-(2-hydroxyphenyl)-2-propen-1-one epoxides: 3-Hydroxychromanones and -flavanones versus 2-(1-hydroxyalkyl)-3-coumaranones

Competitive α and β cyclization of 2'-hydroxychalcone epoxides affords 2-(α-hydroxybenzyl)-3-coumaranone and/or 3-hydroxyflavanones, which depends on the conditions employed. Epoxidation of 2'-hydroxychalcones by dimethyldioxirane followed by either base- or acid-catalyzed ring closure provides a novel, general, and efficient method for the synthesis of trans-3-hydroxyflavanones, which includes also the naturally occurring derivatives. Extension of this two-step procedure to 1-(2-hydroxyphenyl)-2-alken-1-ones was also accomplished. A strong preference for α cyclization was observed in the case of β-unsubstituted or -monoalkylated α,β-enones, while both 2,2-dimethyl-3-hydroxychromanones and 2-(1-hydroxy-1-methylethyl)-3-coumaranones were obtained from the β,β-dimethylated substrates.

HETEROCYCLES. XVIII. SYNTHESIS OF THE RACEMATES OF NATURALLY OCCURRING FLAVONOIDS

Racemic aromadendrin and fustin have been stereoselectively synthesized.Reduction of the O-substituted derivatives of these flavanonols provides the corresponding derivatives of gleditsin, leucopelargonidin and mollisacacidin (leucofisetinidin).