20675-96-1

Usage

Uses

Used in Pharmaceutical Industry:
Phenol, 4-[(1E)-3-hydroxy-1-propenyl]-2,6-dimethoxyis used as an active pharmaceutical ingredient for its analgesic, anti-inflammatory, and local anesthetic properties. It is commonly found in dental products, such as mouthwashes and toothpaste, to alleviate toothache and reduce inflammation.
Used in Food Industry:
Phenol, 4-[(1E)-3-hydroxy-1-propenyl]-2,6-dimethoxyis used as a natural preservative in the food industry to extend the shelf life of various products. Its antimicrobial properties help prevent the growth of bacteria, fungi, and other microorganisms, ensuring the safety and quality of food products.
Used in Cosmetics Industry:
Phenol, 4-[(1E)-3-hydroxy-1-propenyl]-2,6-dimethoxyis used as a fragrance ingredient and a natural preservative in cosmetics and personal care products. Its pleasant aroma and antioxidant properties make it a popular choice for perfumes, creams, and lotions.
Used in Antimicrobial Applications:
Phenol, 4-[(1E)-3-hydroxy-1-propenyl]-2,6-dimethoxyis used as an antimicrobial agent in various applications, such as disinfectants, sanitizers, and antiseptics. Its ability to inhibit the growth of microorganisms makes it an effective solution for maintaining cleanliness and preventing the spread of infections.
Used in Antioxidant Applications:
Phenol, 4-[(1E)-3-hydroxy-1-propenyl]-2,6-dimethoxyis used as an antioxidant in various industries, including food, cosmetics, and pharmaceuticals. Its ability to neutralize free radicals and prevent oxidative damage makes it a valuable component in products that require protection against spoilage and degradation.
Used in Anti-inflammatory Applications:
Phenol, 4-[(1E)-3-hydroxy-1-propenyl]-2,6-dimethoxyis used as an anti-inflammatory agent in various formulations, such as creams, ointments, and gels. Its ability to reduce inflammation and alleviate pain makes it a popular choice for treating conditions like arthritis, muscle aches, and joint pain.
Used in Anti-cancer Applications:
Phenol, 4-[(1E)-3-hydroxy-1-propenyl]-2,6-dimethoxyhas been studied for its potential anti-cancer properties, and it is being investigated for its use as a chemopreventive agent. Its ability to inhibit the growth of cancer cells and modulate various signaling pathways makes it a promising candidate for cancer research and treatment.

Upstream product

• 203179-62-8 3,5-dimethoxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-trans-cinnamaldehyde 
• 134-96-3 syringic aldehyde 
• 530-59-6 sinapinic acid 
• 92409-34-2 1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(2'-methoxyphenoxy)-1,3-propanediol 
• 42041-51-0 methyl (E)-sinapate 
• 4206-58-0 (E)-sinapinaldehyde 
• 118-34-3 syringin 
• 41628-47-1 ethyl (2E)-3-[4-hydroxy-3,5-bis(methyloxy)phenyl]-2-propenoate 
• 136196-47-9 3-hydroxy-1-(3,5-dimethoxy-4-hydroxyphenyl)-propan-1-one 
• 106852-80-6 4-(t-butyldimethylsilyloxy)-3,5-dimethoxybenzaldehyde 
• 58623-87-3 2,6-dimethoxy-4-(2-propenylidene)-2,5-cyclohexadien-1-one 
• 90985-68-5 (E)-4-acetoxy-3,5-dimethoxycinnamic acid 
• 530-59-6 trans-3,5-dimethoxy-4-hydroxycinnamic acid 
• 157096-52-1 (E)-3-(4-acetyloxy-3,5-dimethoxyphenyl)-2-propen-1-ol 

Downstream Products

• 7382-63-0 sodium-3-(3,5-dimethoxy-4-hydroxyphenyl)-2-propene-1-sulphonate 
• 487-35-4 syringaresinol 
• 1504-56-9 3’,4’,5’-trimethoxycinnamyl alcohol 
• 172702-55-5 C₂₁H₂₄O₇ 
• 844637-85-0 C₃₁H₃₆O₁₁ 
• 97465-73-1 C₃₂H₃₈O₁₂ 
• 97465-75-3 C₃₃H₄₀O₁₃ 
• 7452-03-1 pinoresinol 
• 6635-22-9 2,6-dimethoxy-4-(prop-1-en-1-yl)-phenol 
• 118-34-3 syringin 
• 487-35-4 (+/-)-syringaresinol 
• 4206-58-0 sinapinaldehyde 
• 6766-82-1 4-n-propylsyringol 

Relevant academic research and scientific papers

Highly Selective Syntheses of Coniferyl and Sinapyl Alcohols

(E)-Isomers of coniferyl and sinapyl alcohols were readily and cleanly prepared in excellent yields from comercially available coniferaldehyde and sinapaldehyde by sodium triacetoxyborohydride reduction in ethyl acetate.No 1,4-reduction products, always produced in prior methods, could be detected. - Keywords: coniferyl alcohol; sinapyl alcohol; monolignol; lignin; triacetoxyborohydride; dihydroconiferyl alcohol; coniferaldehyde; sinapaldehyde; regiospecific reduction

EPR imaging of sinapyl alcohol and its application to the study of plant cell wall lignification

In bioimaging, bioorthogonal chemistry is most often used to visualize chemical reporters by fluorescence in their native environment. Herein, we show that TEMPO-based probes can be ligated to monolignol reporters by Diels-Alder chemistry in plant cell wa

Simplified preparation of coniferyl and sinapyl alcohols

Coniferyl and sinapyl alcohols were prepared from commercially available coniferaldehyde and sinapaldehyde using borohydride exchange resin in methanol. This reduction is highly regioselective and exceptionally simple, making these valuable monolignols readily available to researchers lacking synthetic chemistry expertise.

Total Syntheses and Anti-inflammatory Activities of Syringin and Its Natural Analogues

Syringin (1), a natural bioactive glucoside isolated from the root of Acanthopanax senticosus (Rupr. Maxim.) Harms, possesses significant anti-inflammatory activity. In this study, we have accomplished the total syntheses of syringin (1), along with its natural analogues 2-12, from a common starting material, syringaldehyde (13), in 4-8 steps with an overall yields of 11.8-61.3%. The anti-inflammatory activities of these compounds were determined against NO production in the LPS-stimulated RAW264.7 cells. Among them, compounds 1-5, 7, and 9 exhibited different levels of anti-inflammatory activity.

Non-plasmonic Ni nanoparticles catalyzed visible light selective hydrogenolysis of aryl ethers in lignin under mild conditions

Light-driven catalysis on catalytically versatile group VIII metals, which has been widely used in thermal catalysis, holds great potential in solar-to-chemical conversion. We report a novel photocatalysis process for the selective hydrogenolysis of aryl ethers in lignin on a heterogeneous catalyst of non-precious Ni nanoparticles supported on ZrO2. Three aryl ether bonds in lignin were successfully cleaved under mild conditions with excellent conversion and good to excellent selectivity under visible light irradiation. We also used solar irradiation to demonstrate a significant reduction in the total energy consumption. The light irradiation excited interband transitions in Ni nanoparticles and the resultant energetic electrons enhanced the activity of reductive cleavage of the aryl ethers. Its application potential was illustrated by the depolymerization of dealkaline lignin to give a total monomer yield of 9.84 wt% with vanillin, guaiacol, and apocynin as the three major products.

First total syntheses of two natural glycosides

Isosyringinoside (1) and 3-(O-β-D-glucopyranosyl)-α-(O-β-D-glucopyranosyl)-4-hydroxy phenylethanol (2), the natural bioactive compounds contained unique structures, were first totally synthesized using easily available materials in short convenient routes with overall yields of 20.2% and 27.0%, respectively. An efficient total synthesis of 1 was developed in six steps, which contained two key steps of highly regioselective glycosylation without any selective protection steps. The seven-step synthesis of 2 involved two steps of regioselective glycosylations using BF3–O(C2H5)2 and TMSOTf as catalysts, respectively.

COMPOUNDS HAVING HEPATIAL DISEASE EFFECTIVE

The invention discloses a compound with a hepatopathy curative effect, and the compound is a compound shown as a general formula (I), an optical isomer or pharmaceutically acceptable salt thereof, canbe applied to treatment or prevention of hepatopathy, particularly to drugs for treating or preventing fatty liver, liver fibrosis or liver cirrhosis, and has a good application prospect.

Profiling of the formation of lignin-derived monomers and dimers from: Eucalyptus alkali lignin

Lignin is a renewable and the most abundant aromatic source that can be used for extensive chemicals and materials. Although approximately 50 million tons of lignin are produced annually as a by-product of the pulp and paper industry, it is currently underutilized. It is important to know the structural features of technical lignin when considering its application. In this work, we have demonstrated the formation of low-molecular-weight constituents from hardwood (Eucalyptus) lignin, which produces much more low-molecular-weight constituents than softwood (spruce) lignin, after a chemical pulping process, and analyzed the micromolecular compositions in the alkali lignin after fractionation by dichloromethane (DCM) extraction. By applying analytical methods (gel-permeation chromatography, 2D NMR and GC-MS) with the aid of evidence from authenticated compounds, a great treasure trove of lignin-derived phenolic compounds from Eucalyptus alkali lignin were disclosed. Except for some common monomeric products, as many as 15 new lignin-derived monomers and dimers including syringaglycerol, diarylmethane, 1,2-diarylethanes, 1,2-diarylethenes, (arylvinyl ether)-linked arylglycerol dimers and isomeric syringaresinols were identified in the DCM-soluble fraction. Regarding the formation and evolution of the Cα-condensed β-aryl ether structure, a novel route that is potentially responsible for the high content of β-1 diarylethenes and diarylethanes in the lignin low-molecular-weight fraction, in addition to the β-1 (spirodienone) pathway, was proposed. This work not only provides novel insights into the chemical transformation of S-G lignin during the alkali pulping process, but also discovered lignin-derived phenolic monomers and dimers that can potentially be used as raw materials in the chemical or pharmaceutical industries. This journal is

Improved Pd/Ru metal supported graphene oxide nano-catalysts for hydrodeoxygenation (HDO) of vanillyl alcohol, vanillin and lignin

Pd and Ru nanoparticles supported on graphene oxide (GO) [Pd?GO and Ru?GO] and bimetallic [Pd/Ru?GO] were prepared and well characterized by XRD, FT-IR, EDS, TEM, XPS and ICP-AES analyses. The prepared nano-catalysts were tested for hydrodeoxygenation (HDO) of lignin monomer molecules-vanillyl alcohol and vanillin. In comparison with previously reported methods, Ru?GO and bimetallic Pd/Ru?GO catalysts showed high activity and selectivity, under milder conditions, at room temperature and 145 psi H2 pressure, for the formation of p-creosol, a value added product, as a potential future biofuel with antibacterial and anti-insecticidal properties. The multifold advantages of both these catalysts are in terms of reduced catalyst loading with a lower metal content and ambient temperture conditions resulting in higher conversion of the starting material. Furthermore, the efficacy of the developed methodology using Ru?GO and bimetallic Pd/Ru?GO catalysts under the optimized conditions was tested on the phenolic components of commercial lignin obtained by photo-catalytic fragmentation using TiO2, to obtain a mixture after HDO which contained vanillyl alcohol and p-creosol among others, as indicated by HPLC-MS analysis.

Microbial Production of Natural and Unnatural Monolignols with Escherichia coli

Phenylpropanoids and phenylpropanoid-derived plant polyphenols find numerous applications in the food and pharmaceutical industries. In recent years, several microbial platform organisms have been engineered towards producing such compounds. However, for the most part, microbial (poly)phenol production is inspired by nature, so naturally occurring compounds have predominantly been produced to date. Here we have taken advantage of the promiscuity of the enzymes involved in phenylpropanoid synthesis and exploited the versatility of an engineered Escherichia coli strain harboring a synthetic monolignol pathway to convert supplemented natural and unnatural phenylpropenoic acids into their corresponding monolignols. The performed biotransformations showed that this strain is able to catalyze the stepwise reduction of chemically interesting unnatural phenylpropenoic acids such as 3,4,5-trimethoxycinnamic acid, 5-bromoferulic acid, 2-nitroferulic acid, and a “bicyclic” p-coumaric acid derivative, in addition to six naturally occurring phenylpropenoic acids.