880157-74-4

Upstream product

• 54915-31-0 methyl 3-(benzyloxy)-5-hydroxybenzoate 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 108-24-7 acetic anhydride 

Downstream Products

• 1408062-10-1 3-acetoxy-5-benzyloxybenzoyl chloride 
• 1408062-09-8 E-1-[3-acetoxy-5-benzyloxyphenyl]-2-[4-benzyloxy-3-methoxyphenyl]-ethene 
• 1408062-13-4 E-1-[5-benzyloxy-3-hydroxyphenyl]-2-[4-benzyloxy-3-methoxyphenyl]ethene 
• 1408062-17-8 E-1-[5-benzyloxy-3-(3-methylbut-2-enyloxy)phenyl]-2-[4-benzyloxy-3-methoxyphenyl]ethene 
• 1408062-14-5 E-1-[5-benzyloxy-3-hydroxyphenyl]-2-[3-benzyloxy-4-methoxyphenyl]ethene 
• 1408062-19-0 E-1-[5-benzyloxy-3-(3-methylbut-2-enyloxy)phenyl]-2-[3-benzyloxy-4-methoxyphenyl]ethene 
• 880157-75-5 3-benzyloxy-5-hydroxy-N,N-dimethylbenzamide 

Relevant academic research and scientific papers

Synthesis of C- and O-prenylated tetrahydroxystilbenes and O-prenylated cinnamates and their action towards cancer cells

Synthesis of the naturally occurred C- and O-prenylated tetrahydroxystilbenes and O-prenylated cinnamates was carried out by decarbonylative Heck reaction and selenium dioxide catalysed oxidation, respectively. In the decarbonylative Heck synthetic route, fusion of benzoyl chloride and styrene derivatives was catalysed by an N-heterocyclic carbene system generated in situ by palladium acetate and 1,3-bis(2,6-diisopropylphenyl) imidazolinium chloride to form a E-tetrahydroxystilbene derivative. Formation of allyl ether was subsequently carried out by reaction of the deprotected OH in the A phenyl ring of the stilbene with 3,3-dimethylallyl bromide and a base (sodium hydride) to form O-prenylated tetrahydroxystilbene derivatives. [1,5]-Rearrangement of the isoprenyl unit from O- to C-position in the A ring was carried out at elevated temperature in the presence of magnesium silicate (Florisil) to form the corresponding C-prenylated tetrahydroxystilbene. Formation of O-prenylated cinnamate was first carried out by base catalysed allyl ether formation between 3,3-dimethylallyl bromide and hydroxycinnamic acid methyl ester. The methyl group of the isoprenyl unit was subsequently oxidized using selenium dioxide to form a terminal hydroxyl group. The prenylated tetrahydroxystilbenes and cinnamate synthesized in this study were novel derivatives of piceatannol and methyl 4-(3′-methylbut-2′-enyloxy) cinnamate isolated from propolis in Kangaroo Island, South Australia. The synthetic compounds were tested against K562 cancer cells and potent growth inhibitory activity was observed for E-1-[5-hydroxy-3-methoxy-2-(3-methyl-2- butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethene, IC50 = 0.10 μM.

PRENYLATED HYDROXYSTILBENES

Prenylated stilbene compounds and the use of such compounds in the treatment of diseases and medical disorders, for example cancer, skin ageing, inflammation, bacterial or fungal infection and immunosuppression.

Purinenucleoside derivative modified in 8-position and medical use thereof

The present invention provides an 8-modified purinenucleoside derivative which is useful for diseases associated with an abnormality of plasma uric acid level. An 8-modified purinenucleoside derivative represented by the following formula (I), a prodrug thereof or a pharmaceutically acceptable salt thereof, or a hydrate or solvate thereof, is useful for the prevention or treatment of gout, hyperuricemia, urinary lithiasis, hyperuricemic nephropathy or the like. In the formula, n is 1 or 2; RA is a hydrogen atom or a hydroxyl group; R1 is a hydrogen atom, a hydroxyl group, a thiol group, an amino group or a chlorine atom; ring J represents an optionally substituted 2-naphthyl group, or a group represented by the following general formula (II) wherein Y represents a single bond or a connecting group; ring Z represents an optionally substituted aryl group or heteroaryl group or the like; and R2 to R4, P1 and Q represents a halogen atom, a cyano group or the like.