79831-86-0

Upstream product

• 103162-71-6 methyl 7-(benzyloxy)-2,2-diphenylbenzo[d][1,3]dioxole-5-carboxylate 
• 99-24-1 methyl galloate 
• 100-44-7 benzyl chloride 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 121-43-7 Trimethyl borate 
• 100-39-0 benzyl bromide 
• 122-51-0 orthoformic acid triethyl ester 
• 69829-46-5 methyl 7-hydroxy-2,2-diphenylbenzo[d]-1,3-dioxole-5-carboxylate 
• 526221-05-6 2-ethoxy-7-hydroxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester 

Downstream Products

• 70424-94-1 methyl 3,4,5-tris(benzyloxy)benzoate 
• 26409-24-5 methyl 3-benzyloxy-4,5-dimethoxybenzoate 
• 219781-77-8 methyl 3-benzyloxy-1,2-dioxocyclohexa-3,5-diene-5-carboxylate 
• 142531-43-9 methyl 7-(benzyloxy)benzo[d][1,3]dioxole-5-carboxylate 
• 135388-93-1 5-Benzyloxy-3-hydroxy-4-methoxybenzoesaeuremethylester 
• 83011-43-2 3-hydroxy-4,5-dimethoxybenzoate 
• 236392-94-2 2-bromo-4,5-dimethoxy-3-hydroxybenzoic acid methyl ester 
• 146120-83-4 [3,4-Dimethoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-methanol 
• 146120-81-2 3,4-dimethoxy-5-[(2-methoxyethoxy)-methoxy]benzaldehyde 
• 146120-82-3 methyl 3,4-dimethoxy-5-<(2-methoxyethoxy)methoxy>benzoate 
• 171565-79-0 2-bromo-4,5-dimethoxy-3-(4-nitrobenzyloxy)benzyl alcohol 
• 167759-92-4 2-bromo-4,5-dimethoxy-3-(4-nitrobenzyloxy)benzaldehyde 
• 171565-78-9 methyl 2-bromo-4,5-dimethoxy-3-(4-nitrobenzyloxy)benzoate 
• 146120-84-5 (S)-(E)-2-(5-hydroxy-3,4-dimethoxybenzylidene)-3-(3,4,5-trimethoxybenzyl)butanolide 

Relevant academic research and scientific papers

An Accelerated Modular-Orthogonal Ni-Catalyzed Methodology to Symmetric and Nonsymmetric Constitutional Isomeric AB2to AB9Dendrons Exhibiting Unprecedented Self-Organizing Principles

Five libraries of natural and synthetic phenolic acids containing five AB3, ten constitutional isomeric AB2, one AB4, and one AB5 were previously synthesized and reported by our laboratory in 5 to 11 steps. They were employed to construct seven libraries of self-assembling dendrons, by divergent generational, deconstruction, and combined approaches, enabling the discovery of a diversity of supramolecular assemblies including Frank-Kasper phases, soft quasicrystals, and complex helical organizations, some undergoing deracemization in the crystal state. However, higher substitution patterns within a single dendron were not accessible. Here we report three libraries consisting of 30 symmetric and nonsymmetric constitutional isomeric phenolic acids with unprecedented sequenced patterns, including two AB2, three AB3, eight AB4, five AB5, six AB6, three AB7, two AB8, and one AB9 synthesized by accelerated modular-orthogonal Ni-catalyzed borylation and cross-coupling. A single etherification step with 4-(n-dodecyloxy)benzyl chloride transformed all these phenolic acids, of interest also for other applications, into self-assembling dendrons. Despite this synthetic simplicity, they led to a diversity of unprecedented self-organizing principles: lamellar structures of interest for biological membrane mimics, helical columnar assemblies from rigid-solid angle dendrons forming Tobacco Mosaic Virus-like assemblies, columnar organizations from adaptable-solid angle dendrons forming disordered micellar-like nonhelical columns, columns from supramolecular spheres, five body-centered cubic phases displaying supramolecular orientational memory, rarely encountered in previous libraries forming predominantly Frank-Kasper phases, and two Frank-Kasper phases. Lessons from these self-organizing principles, discovered within a single generation of self-assembling dendrons, may help elaborate design principles for complex helical and nonhelical organizations of synthetic and biological matter.

Drug compound for treating hepatopathy and application thereof

The invention discloses a drug compound for treating hepatopathy and application thereof. The drug compound specifically serves as a compound shown in general formula (I) or an optical isomer or a pharmaceutically-acceptable salt of the compound. The compound or the optical isomer or the pharmaceutically-acceptable salt of the compound has a good curative effect and low toxicity on hepatopathy, especially fatty liver. Experiments show that the compound has an obvious protective effect on zebrafish nonalcoholic fatty liver, so that the drug compound has a good application prospect in medicinesfor treatment or prevention of hepatopathy, especially fatty liver or liver fibrosis or liver cirrhosis.

A Regio- and Diastereoselective Anodic Aryl–Aryl Coupling in the Biomimetic Total Synthesis of (?)-Thebaine

The biosynthesis of thebaine is based on the regioselective, intramolecular, oxidative coupling of (R)-reticuline. For decades, chemists have sought to mimic this coupling by using stoichiometric oxidants. However, all approaches to date have suffered from low yields or the formation of undesired regioisomers. Electrochemistry would represent a sustainable alternative in this respect but all attempts to accomplish an electrochemical synthesis of thebaine have failed so far. Herein, a regio- and diastereoselective anodic coupling of 3′,4′,5′-trioxygenated laudanosine derivatives is presented, which finally enables electrochemical access to (?)-thebaine.

ANTHOCYANIN SYNTHESIS PROMOTER AND CHLOROPHYLL DEGRADATION PROMOTER

PROBLEM TO BE SOLVED: To provide an anthocyanin synthesis promoter and a chlorophyll degradation promoter that are safe and practicable. SOLUTION: The present invention provides an anthocyanin synthesis promoter and a chlorophyll degradation promoter comprising extract of plant belonging to Hydrocharitaceae Egeria or Elodea. The extract preferably comprises at least one of a compound of formula (I) and a compound of formula (II) as an active compound. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Synthesis and cytotoxicity evaluation of a novel justicidin G analogue and its phosphate ester

The novel justicidin G analogue 13 and its phosphate ester 15 were synthesized as potential anticancer agents in several steps starting from commercially available methyl gallate and veratraldehyde. The cytotoxicity of the intermediates was tested against HCT-8, BEL-7402, KETR3, HELA, BGC-823, KB and MCF-7 cell lines by the MTT test, and compound 15 exhibited significant cytotoxicity in HELA and KB cell lines.

Synthesis of unsymmetrical biphenyls as potent cytotoxic agents

Twenty-six unsymmetrical biphenyls were synthesized and evaluated for cytotoxic activity against DU145, A549, KB and KB-Vin tumor cell lines. Three compounds 27, 35 and 40 showed very potent activity against the HTCL panel with an IC50 value range of 0.04-3.23 μM. In addition, fourteen active compounds were all more potent against the drug-resistant KB-Vin cell line than the parental KB cell line. Preliminary SAR analysis indicated that two bulky substituents on the 2,2′-positions of unsymmetrical biphenyl skeleton are necessary and crucial for in vitro anticancer activity, thus providing a good starting point to develop unsymmetrical biphenyls as novel anticancer agents.

Synthesis and anti-proliterative in-vitro activity of two natural dihydrostilbenes and their analogues

A total synthetic route for two natural dihydrostilbenes with significant cytotoxicity toward human cancer cell lines, (3-(2-(7-methoxybenzo[d][1,3] dioxol-5-yl)ethyl)phenol 1a and 6-(3-hydroxyphenethyl)benzo[d][1,3]dioxol-4-ol 1b), which were isolated from Bulbophyllum odoratissimum Lind1, was developed via Wittig-Horner reaction. The natural products 1a and 1b were obtained in 28% and 20% overall yield, respectively. Additionally, nine analogues, 1c-1k, of the two natural dihydrostilbenes were synthesized and evaluated for their anti-proliferative activity against human SGC-7901, KB and HT-1080 cell lines by MTT assay. The activities of 1c and 1d were in the same range as those of the natural products 1a and 1b.

Gallotannins and ellagitannins as regulators of cytokine release

A means and method for increasing or inhibiting the secretion of cytokines using gallotannins and ellagitannins is described. The preferred cytokine release inhibiting compounds are dimeric gallotannins having a linker molecule that misaligns the carbohydrate cores of the compounds. The preferred cytokine release promoting gallotannins and ellagitannins include a diaryl ether linker unit. In comparison to the more structurally complex ellagitannins, the compounds of this invention are structurally simpler, easier to synthesize, and more potent.

Multi-functionalization of gallic acid towards improved synthesis of α- and β-DDB

The synthesis of mono-, di- and trisubstituted gallic acids and their ester with similar or different groups including different acetal and ketals is described. Regioselective bromination on two ortho-positions of methyl gallate, which is very crucial for many organic syntheses, was achieved in high yield and purity. The α- and β-DDB were synthesized in high overall yield and purity from the regioselective bromoderivatives.

Total Syntheses of the Metabolites of Schizandrin

The total syntheses of the metabolites of schizandrin were achieved.The tetracyclic lactone intermediates (13a-e) were prepared in optically pure form by the oxidative coupling reaction of the corresponding 3-benzyl-2-benzylidenebutyrolactones.Mukaiyama hydration of 13b afforded hydroxylactone (14), which was converted into SZ-M3 (4).The introduction of C6,7-diol moiety, which is common to the metabolites (4-11), was carried out by the successive double bond migration to 15a-e, lactone ring reduction ot the allylic diols (32a-e), and glycol formation.Then, reduction of the mesylates 33 completed the syntheses of the metabolites.