2004
DOI: 10.1016/j.ejmech.2004.07.006
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Synthesis of 4-hydroxycoumarin and 2,4-quinolinediol derivatives and evaluation of their effects on the viability of HepG2 cells and human hepatocytes culture

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Cited by 49 publications
(25 citation statements)
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“…The use of base required in such reactions was obviated by performing the reaction in water which not only avoided the use of base but also gave good yields (75 -90 %) within 4.0 -6.0 minutes of microwave irradiation (MWI). Products 3a-d were easily isolated from the reaction medium Scheme 1. as they precipitated as insoluble solids from water, and the structures of the known α,β -unsaturated carbonyl compounds were found to be in consistency with the spectroscopic data [24]. The reaction conditions of the second step (Scheme 1) were optimized for the cyclocondensation of 3a-d with the nitrogen containing nucleophiles (NH 2 -G) hydroxylamine hydrochloride, hydrazine, urea and thiourea to afford 3-(substituted aryl)-3,3a-dihydrochromeno [4,3- Different solvents such as ethanol, water or benzene with different combinations of temperature and reaction time were studied in order to achieve atom economy within shorter reaction time.…”
Section: Resultssupporting
confidence: 58%
“…The use of base required in such reactions was obviated by performing the reaction in water which not only avoided the use of base but also gave good yields (75 -90 %) within 4.0 -6.0 minutes of microwave irradiation (MWI). Products 3a-d were easily isolated from the reaction medium Scheme 1. as they precipitated as insoluble solids from water, and the structures of the known α,β -unsaturated carbonyl compounds were found to be in consistency with the spectroscopic data [24]. The reaction conditions of the second step (Scheme 1) were optimized for the cyclocondensation of 3a-d with the nitrogen containing nucleophiles (NH 2 -G) hydroxylamine hydrochloride, hydrazine, urea and thiourea to afford 3-(substituted aryl)-3,3a-dihydrochromeno [4,3- Different solvents such as ethanol, water or benzene with different combinations of temperature and reaction time were studied in order to achieve atom economy within shorter reaction time.…”
Section: Resultssupporting
confidence: 58%
“…5). The newly synthesized compounds were characterized by IR, UV-vis, 1 H NMR, and mass-spectrometry, elemental analysis.…”
Section: Chemistrymentioning
confidence: 99%
“…It was reported that 4-methoxycoumarin had specific vibration for ester carbonyl group at 1,710 cm Ϫ1 compared to its tautomeric form 2-methoxychromone, which had the same vibration at 1,635 cm Ϫ1 . 1 H NMR study of dicoumarol showed that there was a specific intramolecular hydrogen bond between 4-hydroxyl and lactone carbonyl group.…”
Section: Introductionmentioning
confidence: 98%
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“…This addition was accompanied by the elimination of one molecule of water and conducted to a non-isolable enaminone intermediate [16]. Subject to a nucleophilic attack at the 6-position of the coumarin, the bis(o-aminophenyl) disulfide motif was cleaved and the enaminone led to the desired product 8 by an interamolecularcyclization.…”
Section: (Scheme 1)mentioning
confidence: 99%