74021-58-2

Upstream product

• 162271-46-7 2-[3-bromo-4-(methoxymethoxy)phenyl]-1,3-dioxolane 
• 870-63-3 prenyl bromide 
• 2973-78-6 3-bromo-4-hydroxybenzylaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 162271-15-0 2-bromo-4-(1,3-dioxolan-2-yl)phenol 
• 54730-30-2 4-hydroxy-3-C-prenylbenzaldehyde 
• 107-30-2 chloromethyl methyl ether 

Downstream Products

• 943860-40-0 C₂₃H₂₆O₅ 
• 93860-22-1 5,7,4'-trihydroxy-3',6-diprenylflavanone 
• 170662-19-8 5,7-Bis-methoxymethoxy-2-[4-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-6-(3-methyl-but-2-enyl)-chroman-4-one 
• 59870-65-4 Glabrol 
• 89024-13-5 7,4'-Di(methoxymethoxy)-8,3'-di-(C-prenyl)flavanone 
• 69964-40-5 6-formyl-2,2-dimethyl-2H-chromene 
• 61370-75-0 3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-carboxaldehyde 
• 151135-82-9 (E)-1-<2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl>-3-<4-hydroxy-3-(3-methyl-2-butenyl)phenyl>-2-propen-1-one 
• 405261-82-7 7-methoxymethoxy-2-[4-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-6-(3-methyl-but-2-enyl)-chroman-4-one 
• 237769-20-9 2-[4-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-8,8-dimethyl-2,3-dihydro-8H-pyrano[2,3-f]chromen-4-one 
• 202815-28-9 (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)prop-2-en-1-one 
• 886620-61-7 Abyssinone II 
• 943860-41-1 C₂₁H₂₂O₄ 

Relevant academic research and scientific papers

Flavone acetic acid derivatives, pharmaceutical composition thereof as well as preparation methods and applications of flavone acetic acid derivatives and pharmaceutical composition

The invention belongs to the field of medication chemistry, and relates to flavone acetic acid derivatives, pharmaceutical composition thereof as well as preparation methods and applications of the flavone acetic acid derivatives and the pharmaceutical co

Synthesis of (±)Abyssinone I and related compounds: Their anti-oxidant and cytotoxic activities

An efficient and facile synthesis of naturally occurring prenylated flavonoids and their analogs have been described. Abyssinone I (9a) was prepared by condensing 2,2-dimethyl chrom-3-en-6-carboxaldehyde (5a) with protected resacetophenone under phase transfer conditions followed by deprotection and cyclization. The influence of prenyl group on anti-oxidant and cytotoxic activities was studied. The presence of 3′-prenyl group as in 8c enhanced radical scavenging activity but decreased reducing power activity when compared to non-prenylated analog 8f. In vitro testing in MCF-7 cell line revealed that prenylated chalcones and flavanones showed better inhibitory activity than their non-prenylated counterparts. Abyssinone I and its chalcone though exhibited negligible anti-oxidant activity their cytotoxic activities were comparable with other prenylated analogs.

Synthesis and biological evaluation of (±)-abyssinone II and its analogues as aromatase inhibitors for chemoprevention of breast cancer

An efficient and economical synthesis of the naturally occurring aromatase inhibitor abyssinone II was performed. The synthesis features an optimized aromatic prenylation reaction in which an arylcopper intermediate is reacted with prenyl bromide to afford a key intermediate that was converted to a prenylated aromatic aldehyde. Condensation of the aldehyde with an o-hydroxyacetophenone under Claisen-Schmidt conditions afforded a chalcone that was deprotected and cyclized in the presence of sodium acetate in refluxing ethanol to afford (±)-abyssinone II. The synthesis proved to be versatile enough to provide an array of abyssinone II derivatives that were evaluated as aromatase inhibitors. Methylation of the 4′-hydroxyl group of (±)-abyssinone II resulted in a significant increase in aromatase inhibitory activity, and further smaller increases in activity resulted from the methylation of the 7-hydroxyl group and removal of the prenyl side chain. As a result of these structural changes, the most active flavanone of the series was 20 times more potent than (±)-abyssinone II (IC50 40.95 μM).

Cytoprotective compounds, pharmaceutical and cosmetic formulations, and methods

Cytoprotective compounds, many of which are phenolic derivatives characterized by a substituted phenol having certain conjugated bonds, are useful in the treatment of certain ischemic or inflammatory conditions, including but not limited to stroke, myocardial infarction, congestive heart failure, and skin disorders characterized by inflammation or oxidative damage. They are also useful in the manufacture of pharmaceutical and cosmetic formulations for the treatment of such conditions.

Syntheses of (+/-)-shinflavanone and its structural analogues as potent inhibitors of bone resorption pits formation.

The first total syntheses of (+/-)-shinflavanone and its structural analogues were achieved. (+/-)-Shinflavanone, appears to be a strong inhibitor of bone resorption pits formation by osteoclast-like cell induced by 1alpha, 25-dihydroxy vitamine D3 (IC50 = 0.70 microg/mL).

Anti-ulcer agent comprising chalcone derivative as effective ingredient and novel chalcone derivative

The present invention relates to an anti-ulcer agent comprising a compound represented by the following general formula I as the effective ingredient, and a novel chalcone derivative included in the compound represented by this general formula I: STR1 wherein X and Y independently stand for a hydrogen atom or together form a single bond, R1 stands for a hydroxyl group, an acetoxy group, a carboxymethoxy group or a methoxycarbonylmethoxy group, R2 stands for a hydrogen atom, an isoprenyl group, isopentyl group or a propyl group, R3 stands for hydroxyl group or a methoxy group, R4 stands for a hydrogen atom, a hydroxyl group or a methoxy group, R5 stands for a hydrogen atom, a hydroxyl group, a methoxy group or an isopentyl group, R6 stands for a hydroxyl group, a methoxy group or a carboxymethoxy group, and R7 stands for a hydrogen atom or a methoxy group.

Synthesis of Glabrol

Chalkone condensation of 2-hydroxy-4-methoxymethoxy-3-C-prenylacetophenone (II) and 4-methoxymethoxy-3-C-prenylbenzaldehyde (IV) affords 2'-hydroxy-4,4'-dimethoxy-methoxy-3,3'-di-(C-prenyl)chalkone (V), which on treatment with sodium acetate in ethanol un