• YAKHAK HOEJI
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• v.38 no.6
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• pp.677-682
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• 1994

A number of 7-[3-hydroxy-(4-methylthio or 3-methylthiomethyl)pyrrolidinyl]quinoline-3-carboxylic acids were synthesized by condensation of 7-fluoro substituted quinoline-3-carboxylic acid with 3-hydroxy-4-methylthiopyrrolidine or 3-hydroxy-4-methylthiomethylpyrrolidine. The in vitro antimicrobial activity of them were tested against twenty species of Gram-positive or Gram-negative microorganisms. It showed remarkable antibacterial activity, particularly against Gram-positive microorganisms. Among those 1-cyclopropyl-5-amino-6,8-difluoro 7-(3-hydroxy-4-methylthiomethylpyrrolidinyl)-1,4-dihyd ro-4-oxo-3-quinolinecarboxylic acid(12d) and 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-hydroxy-4-methylthiometby1pyrrolinyl)-1,4-dihydro-4-oxo-3-quinolinocarboxylic acid(12g) showed the most potent in vitro antibacterial activity, and 12d showed better antibacterial activity against MRSA compared to ciprofloxacin and sparfloxacin.

• Bulletin of the Korean Chemical Society
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• v.27 no.9
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• pp.1450-1452
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• 2006

• Archives of Pharmacal Research
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• v.17 no.2
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• pp.104-108
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• 1994

trans-Ethyl 1, 2, 3, 4a, 5, 6, 8a-cotahydro-2-benzyl-4-hydroxy-6-methyl-5-isoquinoline-carboxylate was prepared by intramolecular Diels-Alder reaction as a precusor of newly designed aza-analogue of mevinolin.

• Archives of Pharmacal Research
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• v.29 no.12
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• pp.1080-1085
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• 2006

A series of 8-alkoxy-4,5-dihydro-[1,2,4]triazole[4,3-a]quinoline-1-one derivatives were synthesized using 7-hydroxy-3,4-dihydro-2(1H)-quinolone as the starting material. Their anticonvulsant activities were evaluated by the maximal electroshock test (MES) and the subcutaneous pentylenetetrazole test (sc-PTZ), and their neurotoxicities were measured by the rotarod neurotoxicity test (Tox). The tests demonstrated that 8-hexyloxy-4,5-dihydro-[1.2.4]triazole[4.3-a]quinoline-1-one (4e) and 8-heptyloxy-4,5-dihydro-[1,2,4]triazole[4, 3-a]quinoline-1-one (4f) were the most potent anticonvulsants, with 4e having $ED_{50}$ values of 17.17 mg/kg and 24.55 mg/kg and protective index ($PI=TD_{50}/ED_{50}$) values of 41.9 and 29.3 in the MES and sc-PTZ tests, respectively, and 4f having $ED_{50}$ values of 19.7 mg/kg and 21.2 mg/kg and PI values of 36.5 and 33.9 in the MES and sc-PTZ tests, respectively. The PI values of 4e and 4f were many fold better than that of the marketed drugs phenytoin, carbamazepine, phenobarbital and valproate, which have PI values in the range of 1.6-8.1 in the MES test and <0.22-5.2 in the sc-PTZ test. Structure-activity relationships were also discussed.

• Bulletin of the Korean Chemical Society
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• v.32 no.7
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• pp.2171-2177
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• 2011

Synthetic route has been developed for the synthesis of new (Z)-5-[4-(2-chloroquinolin-3-yl) methoxy]benzyl-idinethiazolidine-2,4-diones (6a-h) starting from 2-chloro-3-hydroxymethyl quinolines (2a-h). The hydroxy methyl quinolines on tosylation yielded (3a-h). Condensation of the tosyl intermediates with 4-hydroxy benzaldehydes has been carried in DMF in presence of $K_2CO_3$ and obtained 4-quinolinyl methoxy benzaldehydes (4a-h). Conveniently Knoevenagel condensation of quinolinyl methoxy benzaldehydes (4a-h) and 2, 4-thiazolidinedione (5) has been carried in PEG-400 in presence of L-proline and obtained better yields of the titled compounds (6a-h).

• Journal of Korean Vacuum Science & Technology
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• v.4 no.1
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• pp.1-5
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• 2000

The C 1s photoelectron energy loss spectra of tris (8-hydroxy-quinoline) aluminum (Alq$_3$) and N,N'-diphenyl-N,N'-bis (3-methyl phenyl)-1,1'-bi-phenyl-4,4'-diamine (TPD) thin films have been investigated. Two major loss structures, namely the plasmon dominated loss lines and shake-up satellites, have been observed. The shake-up spectrum of the C 1s photoelectron line is directly related to the $\pi$-$\pi$$\^$*/ energy gap of the molecule which plays an important role in organic electroluminescent materials. The molecular orbitals of Alq$_3$ and TPD and their major components, quinolime and benzene, have been calculated with the AMI semi-empirical method. The amount of the plasma-dominated loss of Alq$_3$ and TPD, which has to do with the delocalization of electrons through the molecule, was about 24 eV, alike in both cases. The main peak of the C 1s shake-up spectrum of Alq$_3$ and TPD, however, was 5.2 eV and 6.8 eV respectively. It was found that the main shake-up peak reflects more the local $\pi$\longrightarrow$\pi$$\^$*/ transition of quinoline and benzene component rather than the excitation of the whole molecule of Alq$_3$ and TPD. The C 1s shake-up spectra, however, revealed some correlation with the optical energy gap of the organic eletroluminescent materials.

• Archives of Pharmacal Research
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• v.17 no.3
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• pp.139-144
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• 1994

A series of 6-(N-aylamono)-7-chloro-5, 8-quinolinedione derivatives was newly synthesized for the evaluation of antifugal activities. 5-Amino-8-hydroxy-quinoline (II) was treated with $KCLO_3$ in HCl to give 6,7-dichloro-5,8-quinolinediones (III). 6-(N-Arylamino)-7-chloro5,8-quinolinediones 1-13 were prepared by regioselective nucleophilic substitution of III with arylamines. In the presence of $CeCl_3$, the N-arylamono groups were introduced at the 6-position of 5,8-quinolinedione ring by the regioselective substitution. These derivatives 1-12 were tested for natifungal and also antibacterial activites, in vitro, against Canadida albicans, Aspergillus nier, Tricophyton mentagrophytes, Bacillus subtilis, Pseudomonas aeruginosa, Staphylococcus aureus and Escherichia coil. The MIC values were determined by the two-fold agar/steak dilution method. Newly obtained 6-(N-arylamino)-7-chloro5,8-quinolinedione derivatives showed potent antifungal and antibacterial activities. Among these derivatives, 1,3,5,7,8 and 9 showed more potent antifungal activities than fluconazole and griseofulvin. Also most of derivatives were found to be more active than ampicillin against gram-positive bacteria. 1 and 7 showed the very potent antifungal activities. 1 was the most efective in preventing the growth of Candida albicans, Aspergillus niger, Tricophyton mentagrophytes, Bacillus subtills and Staphylococcus aureus at MIC $1.6\;\mu{g/ml}$.

• Journal of the Korean Chemical Society
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• v.19 no.6
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• pp.414-419
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• 1975

The insoluble tungsten complexes with 8-hydroxy quinoline (oxine=Hox), aniline (A), and pyridine(Py) in several organic solvents have been synthesized. Using the different solvents with oxine, two different complexes have been synthesized in dichloromethane and dimethylformamide(DMF), respectively. Only one kind of complex has been synthesized with aniline in dichloromethane and with pyridine in acetone. The complexes may be formulated as $WCl_2(Hox)_2,\;[WO_2(Ox_2)],\;[WCl_3A_3],\;and\;[WO_2ClPy]$ by the results of elemental analysis, infrared spectral data, and thermogravimetric analysis.

• KIEE International Transactions on Electrophysics and Applications
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• v.3C no.1
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• pp.19-22
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• 2003

The co-evaporated cathodes composed of A1 and CsF is adopted to enhance the electrical and the optical properties of organic light emitting diodes (OLEDs). The hole transport layer (HTL), made of 50nm thick N,N-dipheny1-N,N-bis(3-methylphenyl)-1,1-bipheny14,4-diamine (TPD), and the electron transport layer (ETL), made of 50nm thick tris(8-hydroxy-quinoline) aluminum (A1q$_3$), were deposited under the base pressure of 1.6$\times$10$^{-6}$ Torr. In depositing A1-CsF, the mass ratio of CsF is varied between 1 and 10wt%. OLEDs with co-evaporated cathodes have luminance of about 35,000cd/$m^2$, and external quantum efficiency of about 1.38%. Cs tends to diffuse into the organic layer and then re-forms Cs$^{+}$cation and free electron with the Cs-doped surface region.n.

• Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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• 2002.11a
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• pp.518-521
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• 2002

New luminescent material, 6,11-Dihydroxy-5,12-naphthacenedione$(Alq_2-Ncd)$ was synthesized. And extended efforts have been made to obtain high-performance electro-luminescent(EL) devices, since the first report of organic light-emitting diodes(OLEDs) based on tris-(8-hydroxy-quinoline)aluminum$(Alq_3)$ Current-voltage characteristics, brightness-voltage characteristics, luminous efficiency and quantum efficiency were measured at room temperature. The maximum wavelength of the EL is at around 504nm and the brightness is up to $2702[cd/m^2]$ with the maximum efficiency up to 3.91 [1m/W]. This study indicates not only the sterical effect but also some other effect would be responsible for the change of the emission wavelength.