Coumarins 4,7-dihydroxy

Coumarin, 3,4-dihydro-4-phenyl-synthesis, 3, 848 Coumarin, 6,7-dihydroxy-molecular structure, 3, 622 Coumarin, 7,8-dihydroxy-molecular structure, 3, 622 Coumarin, 6,7-dimethoxy-mass spectra, 3, 610... 

Lasius fuliginosus W-HG Trail following antennal responses (3R)-(-)-3,4-Dihydro-8-hydroxy-3-methyliso-coumarin 129 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one 134 [175]... 

Out of a series of 42 compounds isolated and characterized in our investigation on B. papyrifera [41], comprising benzofurans, coumarins, and various types of flavonoids (biphenylpropanes, chalcones, flavans, flavanones, and flavones), only certain representatives of the latter class of compounds showed potent aromatase inhibition activity (Table 2). Flavanone 39 (2S)-2, 4 -dihydroxy-2"-(l -hydroxy- 1-methylethyl)-... 

In complex heterocyclic compounds, the terms coumarano, couma-rono, coumarino are therefore rejected, although they allow a shortening of the occasionally somewhat cumbersome and forbidding Chemical Abstracts nomenclature thus, coumestrol (4) will not be called the dihydroxy derivative of coumarono[3,2-c]coumarin,7 but 3,9-dihydroxy-6 -benzofuro[3,2-c][ l]benzopyran-6-one. 

The 3-amino-4,7-dihydroxy-coumarin moiety is a core unit of this family of compounds. The amino group of coumarin scaffold is further decorated with derivatives of pyrrole or benzoic acid moieties. Also, branched deoxysugar 5-C-methyl-L-rhamnose (noviose) is installed onto one of the hydroxyls of the coumarin. Clorobiocin 67 and novobiocin 68 can be considered prototypical aminocoumarins. These molecules are potent inhibitors of bacterial gyrase and topo-isomerase IV and 68 is used to treat human infections. Several works also showed that analogs of 68, in combination with other drugs, can improve the chemotherapy of certain tumors [121]. 

Chemical Name 6,7-Dihydroxy-4-(morpholinomethyl)coumarin hydrochloride Common Name Folescutol hydrochloride Pholescutol hydrochloride Structural Formula ... 

A solution 35.6 g of 4-chlormethyl-6,7-dihydroxycoumarin and 27.3 g of morpholine in 4.5 L methyl ethyl ketone was refluxed for 9 hours. On cooling the morpholine hydrochloride was deleted. Methyl ethyl ketone was evaporated in vacuum. The solid product was mixed with 500 ml of water and dried in vacuum with P205. Yield of crude 6,7-dihydroxy-4-(morpholinomethyl)coumarin is 41.5 g. After recrystallization from ethanol was obtained 6,7-dihydroxy-4-(morpholinomethyl)coumarin with M.P. 232°C. 

The required 4,7-dihydroxy coumarins were prepared from resorcinol using known methods [81]. Postulated structures of the newly synthesized compounds 39a-d, 40a-d, 41a-d and 42a-d were in agreement with their IR, 1H NMR spectral and elemental analysis data. In the IR spectrum of compound 39a, (R = 6-CH3) exhibited prominent bands around 1709, 1648 and 3042 cm-1 due to carbonyl lactone of coumarin, carbonyl of acetophenone... 

Dihydroxy-4-methyl- coumarin) (coumarin) 4 -0-Methyl-OTt- Panda oleosa (Pandaceae) COX-1, COX-2... 

Methyldaphnetin (=7,8-Dihydroxy-4-methylcoumarin) (coumarin) Semi-synthetic AO/FRS - scavenges superoxide anion (O -), alkylperoxyl (ROO ) inhibits lipid peroxidation pro-oxidant (+ Fe2+) — hydroxyl radical (OH) [irritant]... 

Formylation of 5,7-dihydroxy -( -propyl)-coumarin (1) provided on 8-formy-lated product (26). Treatment of the compound 26 with 3-chloro-3-methyl-l-butyne to introduce regioselectively the chromene 27 because the phenolic hydroxyl group at the C position was less accessible for formylated substitution because of a presumed hydrogen-bonding interaction. To construct the enantiomerically pure rra i-2,3-dimethyl chroman-4-ol system, Deshpande et al." ° used organoborone... 

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