34874-90-3

Upstream product

• 74-90-8 hydrogen cyanide 
• 3187-58-4 methyl orsellinate 
• 479-20-9 atranorin 
• 19103-96-9 4-(3-formyl-2,4-dihydroxy-6-methyl-benzoyloxy)-2-hydroxy-6-methyl-benzoic acid 
• 4885-02-3 Dichloromethyl methyl ether 
• 22375-05-9 methyl 4-benzyloxy-2-hydroxy-6-methylbenzoate 
• 126717-83-7 methyl 3-formyl-2,4-dimethoxy-6-methylbenzoate 
• 557-21-1 dicyanozinc 
• 67-56-1 methanol 

Downstream Products

• 526-37-4 atranol 
• 4707-47-5 2,4-dihydroxy-3,6-dimethyl-benzoic acid methyl ester 
• 19104-07-5 methyl 3-hydroxy orsellinate 
• 99059-41-3 3-formyl-2,4,5-trihydroxy-6-methyl-benzoic acid methyl ester 
• 72935-20-7 2-benzyloxy-3-formyl-4-hydroxy-6-methyl-benzoic acid methyl ester 
• 72935-21-8 methyl 4-benzyloxy-3-formyl-2-hydroxy-6-methylbenzoate 
• 15918-53-3 formyl-3-hydroxy-2-methoxy-4-methyl-6-benzoate de methyle 
• 126717-83-7 methyl 3-formyl-2,4-dimethoxy-6-methylbenzoate 
• 479-25-4 acide formyl-3-dihydroxy-2,4-methyl-6-benzoique 
• 72935-22-9 bis(benzyloxy)-2,4-formyl-3-methyl-6-benzoate de methyle 
• 1150643-77-8 ethyl-6-methyl-2-oxo-4-(4-methyl-3-carbomethoxy-2,6-dihydroxy-phenyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate 
• 1150643-82-5 5-acetyl-6-methyl-2-oxo-4-(4-methyl-3-carbomethoxy-2,6-dihydroxy-phenyl)-1,2,3,4-tetrahydro-pyrimidine 
• 34874-77-6 methyl 3,5-diformyl-2,4-dihydroxy-6-methylbenzoate 
• 488-87-9 2,5-dimethyl-1,3-benzenediol 

Relevant academic research and scientific papers

Compositional variation of atranorin-related components of lichen Myelochroa leucotyliza dependent on extraction solvent and their quantitative analysis by qHNMR

Introduction: Quantitative nuclear magnetic resonance (qNMR) is one of the effective and reliable quantification tools for natural product research. Myelochroa leucotyliza belongs to the genus Myelochroa, a common foliose lichen genus found in the Korean Peninsula, and has not been quantitatively analysed using NMR. Previous chemical studies on M. leucotyliza have been limited to the main components by traditional thin-layer chromatography (TLC) experiments. Objective: We explored the stability of atranorin, a major component of M. leucotyliza, in methanol and acetone using NMR and characterised the changes in the chemical profiles of the lichen extracts in methanol and acetone using qNMR. Methodology: Atranorin transformation in the presence of methanol was analysed using time-dependent proton (1H)-NMR analysis (600 MHz NMR spectrometer). A 1H qNMR (qHNMR) method was established using dimethyl sulfone as the internal standard for quantifying the selected components isolated from M. leucotyliza. Homogenous mixtures of the samples were dissolved in deuterated chloroform. Results: Time-dependent 1H-NMR experiments revealed that atranorin (5) from lichen M. leucotyliza decomposed into atraric acid (1) and methyl haemmatommate (2) in methanol. Four components were identified from M. leucotyliza: 1, 2, usnic acid (4), and 5, and their respective contents were determined using qHNMR. The percentages (w/w) of 1, 2, and 4 in the methanol extract were calculated as 5.66%, 0.69%, and 0.90%, while those of 1, 4, and 5 in the acetone extract were 1.70%, 1.68%, and 19.11%, respectively. Conclusion: We used qHNMR to effectively analyse quantitative compositional variations in two different M. leucotyliza extracts and reliably determined the chemical conversion of the unstable compound atranorin.

Biomimetic Total Syntheses of Sanctis A-B with Structure Revision

The first concise total syntheses of sanctis A and B were reported, and it enabled revision of the structure of sanctis B through single-crystal X-ray diffraction. The established synthetic approach mainly mimics a biosynthetic olefin isomerization/hemiac

First total synthesis of the antitumor antibiotic (±)-resorthiomycin

The first total synthesis of (±)-resorthiomycin, an antitumor antibiotic has been achieved.

Metabolites of Pseudevernia furfuracea (L.) Zopf. and their inhibition potential of proteolytic enzymes

Atranorin (1), physodic acid (2), oxyphysodic acid (3) and virensic (4) acid were identified in P. furfuracea, a lichen species collected in West Tatra. According to HPLC analysis contents of these metabolites in dried material was 0.11-0.19% (1), 1.46-3.78% (2), 1.69 to 3.44% (3), 1.14-1.46% (4). Atranorin was the strongest inhibitor of trypsin as well as of the porcine pancreatic elastase.

Synthese du virensate de methyle

The synthesis of methyl virensate (=methyl 4-formyl-3,8-dihydroxy-1,6,9-trimethyl-11-oxo-11H-dibenzodioxepin-7-carboxylate; 18) by the condensation of the substituted β-orcinol and orcinol units 9 and 10 followed by formylation and demethylation

SYNTHESES OF 4-HYDROXY-5-IODO-2,3-DIMETHOXY-6-METHYLBENZOIC ACID AND 5-BROMO-4-HYDROXY-2,3-DIMETHOXY-6-METHYLBENZOIC ACID - AROMATIC CONSTITUENTS OF THE CALICHEMICINS

4-Hydroxy-5-iodo-2,3-dimethoxy-6-methylbenzoic acid (1) and 5-bromo-4-hydroxy-2,3-dimethoxy-6-methylbenzoic acid (2) are the polysubstituted aromatic carboxylic acids found in calichemicin antibiotics.The title compounds are synthesized on preparative sca

Thermal Decomposition of Lichen Depsides

The thermal decomposition of the following lichen depsides has been described: lecanoric acid, gyrophoric acid, evernic acid, perlatolic acid, planaic acid, confluentic acid, atranorin, 4-O-demethylbarbatic acid, and sekikaic acid.Main reaction products are decarboxylated compounds, phenolic units, rearranged depsides, and xanthones.Triethylammonium salts of depside carboxylic acids decompose at reasonably lower temperature than the corresponding free acids. - Keywords: Lichen Depsides, Thermal Decomposition