90332-29-9

Upstream product

• 65728-21-4 5-[(E)-2-(4-methoxyphenyl)vinyl]benzene-1,3-diol 
• 110993-16-3 Acetic acid 3-acetoxy-5-[2-(4-methoxy-phenyl)-ethyl]-phenyl ester 
• 58436-28-5 dihydroresveratrol 
• 74-88-4 methyl iodide 
• 504-15-4 orcinol 
• 104311-39-9 5-(bromomethyl)-1,3-phenylene diacetate 
• 20982-28-9 5-methylbenzene-1,3-diyl diacetate 
• 33620-66-5 Acetic acid 3-acetoxy-5-[(E)-2-(4-methoxy-phenyl)-vinyl]-phenyl ester 
• 29680-76-0 3,5-diacetoxybenzyl-(triphenyl)phosphonium bromide 

Downstream Products

• 14310-21-5 1-(4-methoxyphenyl)-2-phenylethane 
• 110993-17-4 dimethoxycarbonyloxy-3',5' methoxy-4'' diphenyl-1,2 ethane 

Relevant academic research and scientific papers

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.

Stable isotope labeling pattern of resveratrol and related natural stilbenes.

The stable isotope characterization of resveratrol 1 from Polygonum cuspidatum and of related natural stilbenes 11 and 12 obtained by hydrolysis of the corresponding glucosides 2 and 3 from Rheum is reported. The C(6)-C(2)-C(6) framework of suitably protected derivatives of 1, 2, and 3 has been degraded with ozone to the C(6)-C(1) aldehydes 4, 5, 9, and 10, retaining all hydrogen atoms of the precursors. The natural and synthetic derivatives are characterized and distinguished by natural abundance deuterium nuclear magnetic resonance studies. In the case of anisaldehyde 4 the two series show, as expected, the characteristic difference of the aromatic labeling. The formyl deuterium contents of 4 and 5 from resveratrol are remarkably different, seemingly reflecting the different enrichments existing between positions 3 and 2, respectively, of the phenylpropanoid precursor. The positional delta(18)O values of the extractive materials 1-3 were also determined. In this instance a selective deoxygenation procedure was adopted, leading from 1 to the products 6, 7, and 8. The delta(18)O values of the latter compounds reveal, respectively, those at position 4' and positions 3 and 5 of 1. Similarly, the phenolic products 11 and 12 were converted into 13 and 14. From the delta(18)O values of the single components it is possible to design a detailed map of the oxygen fractionations which characterizes the stilbenes 1-3. In particular, the oxygen present at position 4' of the phenylpropanoid moiety of 1-3 shows delta(18)O values of +11.5, +1.8, and +6.7 per thousand, respectively. Moreover, the phenolic oxygen atom at position 3' of rhapontin 3 shows a value of +11.7 per thousand. The data are compared with those previously obtained on structurally related compounds. These results show the utility of simple chemical degradations in the stable isotope characterization of structurally complex food components.

Synthesis of biologically active polyphenolic glycosides (combretastatin and resveratrol series)

(E)-3-(β-D-Glucopyranosyloxy)-4',5-dihydroxystilbene (resveratrol 3-β-D-glucoside, piceid), (Z)-2',3'-dihydroxy-3,4,4',5-tetramethoxystilbene (combretastatin A-1), (Z)-3'-hydroxy-3,4,4', 5-tetramethoxystilbene (combretastatin A-4), (Z)-2'-hydroxy-3,4,4',5-tetramethoxystilbene (combretastatin iso-A-4), α,β-dihydro-2',3'-dihydroxy-3,4,4',5-tetramethoxystilbene (combretastatin B-1), the corresponding glucosides, and related compounds have been synthesized via Wittig reactions followed by,glucosylation under phase-transfer catalysis. Most of the compounds synthesized have been tested with respect to biological activity (cytostatic, cytotoxic, antimitotic, neurotoxic, antiplatelet aggregation activity).

SYNTHESE DE CETONES SPIRANNIQUES TRICYCLIQUES DERIVEES DE PRODUITS NATURELS

In SbF5-HF compound 10a is unreactive whereas esters 10b and 10c cyclize to enones 18 (b or c) and 19 (b or c).Protonation of the esters groups prevents the corresponding aromatic ring protonation and deactivation which is observed with phenol 10a.Spiroke

Spasmolytic Principle from Rheum webbianum Royle

The structure of spasmolytic principle, isolated from Rheum webbianum, has ben established as 3',5'-dihydroxy-4-methoxystilbene on the basis of physico-chemical studies.