83638-45-3

Upstream product

• 22255-22-7 3,5,4'-trimethoxystilbene 
• 623-12-1 4-chloromethoxybenzene 
• 153139-20-9 (+/-)-1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanol 
• 10272-07-8 3.5-dimethoxyaniline 
• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 58436-28-5 dihydroresveratrol 
• 74-88-4 methyl iodide 
• 596096-06-9 1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)-1-methoxyethane 
• 134029-62-2 (E)-3,4,4',5-tetramethoxystilbene 
• 917471-56-8 (E)-2,4-dimethoxy-1-(4'-methoxystyryl)benzene 
• 22255-22-7 3,5,4'-trimethoxy-trans-stilbene 

Downstream Products

• 58436-28-5 dihydroresveratrol 

Relevant academic research and scientific papers

Prevention of Marine Biofouling Using the Natural Allelopathic Compound Batatasin-III and Synthetic Analogues

The current study reports the first comprehensive evaluation of a class of allelopathic terrestrial natural products as antifoulants in a marine setting. To investigate the antifouling potential of the natural dihydrostilbene scaffold, a library of 22 syn

Synthesis, biological evaluation, and docking studies of gigantol analogs as calmodulin inhibitors

Several analogs of gigantol (1) were synthesized to evaluate their effect on the complexes Ca2+-calmodulin (CaM) and Ca2+-CaM-CaM sensitive phosphodiesterase 1 (PDE1). The compounds belong to four structural groups including, 1,2-dip

Complete NMR data of methoxylated cis- and trans-stilbenes as well as 1,2-diphenylethanes

Resveratrol is a polyphenol isolated from many natural sources including grapes, mulberries, eucalyptus, spruce, lilies, and peanuts. The hydroxyl groups in polyphenols can be substituted with various functional groups, allowing production of multiple derivatives. NMR spectroscopy is used to identify new derivatives. Since the complete NMR data of the known derivatives can be useful for identification of the newly isolated derivatives, here, we report the synthesis of 14 methoxylated stilbenes and four 1,2-diphenylethanes and their NMR data.

Utilization of potassium vinyltrifluoroborate in the development of a 1,2-dianion equivalent

Previous studies of orthogonally reactive dibora species led to the discovery of a unique reactivity pattern associated with potassium vinyltrifluoroborate. Upon hydroboration, the vinyltrifluoroborate generates a 1,2-diboraethane, which is distinct from

Chemo-enzymatic synthesis and cell-growth inhibition activity of resveratrol analogues

The stilbenoid resveratrol (1) was subjected to regioselective acetylation catalysed by Candida antarctica lipase (CAL) to obtain 4′- acetylresveratrol (2). CAL biocatalysed regioselective alcoholysis of 3,5,4′-triacetylresveratrol (3), 3,5,4′-tributanoylresveratrol (6), and 3, 4, 5′-trioctanoylresveratrol (9) afforded derivatives 4, 5, 7, 8, 10, and 11. Further resveratrol analogues (12-18) were obtained through methylation and hydrogenation reactions, whereas the 3,4,4′- trimethoxystilbene (19) was obtained by complete synthesis. Resveratrol and its lipophylic analogues were subjected to cell-growth inhibition bioassays towards DU-145 human prostate cancer cells. Compounds 2-19 showed cell-growth inhibition activity comparable to or higher than resveratrol (GI50 = 24.09 μM), displaying low or very low toxicity against non-tumorigenic human fibroblast cells. Comparison of the trimethoxy stilbenes 12 (GI50 = 2.92 μM) and 19 (GI50 = 25.39 μM) indicates that the position of the substituents is important for the activity. The marked activity of methyl ethers 12, 13, and 18 in comparison with that of the corresponding esters suggests that the different chemical reactivity, rather than steric factors, strongly influences the activity.

Resveratrol Derivatives and Their Role as Potassium Channels Modulators

A series of stilbenoid analogues of resveratrol (trans-3,4′ ,5-trihydroxystilbene) with a stilbenic or a bibenzylic skeleton have been prepared by partial synthesis from resveratrol and dihydroresveratrol. The synthesized compounds have been evaluated for their ability to modulate voltage-gated channels.

The photochemistry of 1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethyl ethanoate in alcohol solvents: A search for carbocation rearrangements

The photochemistry of the title compound 1 in methanol and 2,2,2-trifluoroethanol has been examined. In both solvents two ether products were obtained: one (18) resulting from trapping of the carbocation 2 (expected from photosolvolysis of 1), and the other (19) from the carbocation 3 (expected after rearrangement by hydride migration of cation 2). The substituted trans- and cis-stilbene derivatives 20 and 21 were also primary pbotoproducts. Analysis of product yields as a function of time revealed that the ether product 19 was formed by secondary photolysis of the stilbene derivatives, presumably by a pathway involving excited state protonation. Nanosecond laser flash photolysis results demonstrated that substituted trans-stilbene 20 was produced on the same time scale as the laser pulse.

Regioselective reductive demethoxylation of 3,4,5-trimethoxystilbenes

Selective removal of the 4-methoxy group of 3,4,5-trimethoxystilbenes was performed under electron transfer conditions from Na metal in THF. Careful control of reaction conditions and quenching procedure allowed the synthesis of either (E)-3,5-dimethoxystilbenes or 3,5-dimethoxybibenzyls.

ANTI-LEUKAEMIC COMPOUNDS DERIVED FROM STILBENES IN PICEA ABIES BARK

Resveratrol was identified and isolated as a minor stilbene derivative from the bark of Picea abies.Three derivatives of resveratrol and three additional derivatives of primary stilbenes from P. abies bark were prepared.Improvement over piceatannol in ant

1,2-Disubstituted Ethanes As Possible Precursors For The Synthesis of Cannabis Spirans

Three possible methods for converting suitable 1,2-disubstituted ethanes into Cannabis spirans have been investigated. 4',5-Dihydroxy-3-methoxybibenzyl underwent intramolecular o-p- and p-p-coupling with ferricyanide in a chloroform-aqueous potassium carbonate system, but yields were low: certain other oxidants did not succeed or gave only traces of product.A method for making 1-hydroxy-1-(3,5-dimethoxyphenylethyl)cyclohexan-4-one ethylene acetal or thioacetal via a Birch reaction is described: despite favourable precedent, acid-catalysed cyclisation led to octahydrophenanthrenones rather than spiro-ketones, whilst N,N-dimethylformamide dineopentyl acetal gave two olefins.Jacquesy's super-asid method for making spirocyclohexenones from a methoxylated bibenzyl was not applicable to the 3,4',5-trimethoxy-case, which would have given cannabispirenone methyl ether, presumably because of protonation of both aromatic systems.