ChemInform Abstract: A Chemical Strategy for the Construction of Quinoline Isoquinoline Core Units.

Pandey, V. K.; Tusi, Sarah; Misra, Rajesh; Shukla, Rishabh

doi:10.1002/chin.201018144

Cited by 2 publications

(2 citation statements)

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“…26) розглядались авторами як перспективні антивірусні та протигрибкові агенти [40], як і біс-ізохінолони 62 (рис. 26), що показали помірну антимікробну та протигрибкову активність [41]; а сполуки з гетероциклічною системою 3,4-дигідропіридо[3,4-g]хіназолін-2,6(1H,7H)-діону 63 (рис. 27) виявили не лише здатність інгібувати рецептори, які відповідають за фактори епідерміального росту [42], а й протиракові, антивірусні та протигрибкові властивості [43,44].…”

Section: рис 24 функціоналізовані 23-диарилізохінолін-1-онипотенціunclassified

Using of 3-Arylisocoumarins in 3-Arylisoquinolons Synthesis

Shablykina

Москвина

Савченко

et al. 2017

Bull. T. Shevchenko Nat. Univ. Kyiv. Chem.

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The review systematizes and analyzes the literature data (100 sources) regarding the recyclization of 3-arylisocoumarins (3-aryl-1H-isochromen-1-ones) under the action of primary N-nucleophiles that leads to the formation of 3-arylisoquinolones (3-arylisoquinolin-1(2H)-ones). This reaction may be carried out with a wide range of primary aminogroup-containing compounds: ammonia, primary aliphatic, aromatic, and heteroaromatic amines, hydrazine, and hydroxylamine. This transformation is not hindered by the presence of active functional groups (hydroxyl, acetal, carboxyl, ester, nitrile groups, or additional aminogroup) neither in 3-arylcoumarin nor in the primary amine. A special attention has been paid to reaction conditions (temperature regime, duration, solvent, catalysts), which may vary greatly. In particular, it is pointed out that in most cases to carry out high-temperature recyclization of 3-arylisocoumarins with ammonia and volatile amines with low molecular weight the use of closed reactors and high-pressure flasks was required. The cases of successful recyclization of 11,12-dihydrodibenzo[c,h]chromen-6-ones, indeno[1,2-c]isochromen-5(11H)-ones, isochromeno[4,3-c]chromen-6,11-dione and 5H-benzofuro[3,2-c]isochromen-5-one are reviewed separately. The polycondensated heterocyclic system of these compounds contains a 3-arylisocoumarin fragment. The biological activity data is presented for the compounds obtained via this transformation – 3-arylisoquinolin-1(2H)-ones, and also polycondensated systems that contain this fragment, e.g. 11,12-dihydrobenzo[c]phenanthridin-6(5H)-ones and 6H-indeno[1,2-c]isoquinoline-5,11-diones. The opportunities to use 3-arylisoquinolin-1(2H)-ones in the synthesis of other compounds of isoquinoline family, e.g. natural benzo[c]phenanthridinealocoloids, are demonstrated.

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Section: рис 24 функціоналізовані 23-диарилізохінолін-1-онипотенціunclassified

Using of 3-Arylisocoumarins in 3-Arylisoquinolons Synthesis

Shablykina

Москвина

Савченко

et al. 2017

Bull. T. Shevchenko Nat. Univ. Kyiv. Chem.

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“…Quinoline derivatives have also attracted the attention of the chemists because of their presence in many natural products possessing significant biological activities [13–17]. Small-molecule interactions with DNA continue to be intensely and widely studied for their usefulness as probes of cellular replication and transcriptional regulation and for their potential as pharmaceuticals.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Antimicrobial, DNA Cleavage, and Antioxidant Studies of Some Metal Complexes Derived from Schiff Base Containing Indole and Quinoline Moieties

Karekal

Biradar

Mruthyunjayaswamy

2013

Bioinorganic Chemistry and Applications

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A new Schiff base of 5-chloro-3-phenyl-1H-indole-2-carboxyhydrazide and 3-formyl-2-hydroxy-1H-quinoline (HL), and its Cu(II), Co(II), Ni(II), Zn(II), Cd(II), and Hg(II) complexes have been synthesized and characterized in the light of microanalytical, IR, H1 NMR, UV-Vis, FAB-mass, ESR, XRD, and TGA spectral studies. The magnetic susceptibility measurements and low conductivity data provide evidence for monomeric and neutral nature of the complexes. On the basis of spectral studies and analytical data, it is evident that the Schiff base acts as tridentate ligand. The Cu(II), Co(II), and Ni(II) complexes were octahedral, whereas Zn(II), Cd(II), and Hg(II) complexes were tetrahedral in nature. The redox behavior of the Cu(II) complex was investigated by electrochemical method using cyclic voltammetry. In order to evaluate the effect of metal ions upon chelation, both the ligand and its metal complexes were screened for their antibacterial and antifungal activities by minimum inhibitory concentration (MIC) method. The DNA cleavage experiment performed using agarose gel electrophoresis method showed the cleavage of DNA by all the metal complexes. The free radical scavenging activity of newly synthesized compounds has been determined at a different concentration range by means of their interaction with the stable free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH).

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ChemInform Abstract: A Chemical Strategy for the Construction of Quinoline Isoquinoline Core Units.

Cited by 2 publications

References 0 publications

Using of 3-Arylisocoumarins in 3-Arylisoquinolons Synthesis

Using of 3-Arylisocoumarins in 3-Arylisoquinolons Synthesis

Synthesis, Characterization, Antimicrobial, DNA Cleavage, and Antioxidant Studies of Some Metal Complexes Derived from Schiff Base Containing Indole and Quinoline Moieties

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