• Title/Summary/Keyword: Isoquinoline

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In Vitro and in Vivo Metabolism of Salsolinol, on Endogenous Isoquinoline Neurotoxin, in Rats

  • Rhee, Hee-Kyung;Kwon, Oh-Seung;Ryu, Jae-Chun
    • Environmental Mutagens and Carcinogens
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    • v.21 no.1
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    • pp.30-33
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    • 2001
  • Salsolinol (1-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline, SAL), a dopaminergic isoquinoline neurotoxin, has been implicated to contribute the etiology of Parkinson's disease and neuropathology of chronic alcoholism. In our previous results, SAL was reported to have the mutagenicity and clastogenicity not in bacteria but in mammalian cells, and its genotoxic potential was known to be potentiated in the presence of rat liver S-9 fraction. This may indicate that some metabolite(s) of SAL was involved in the mutagenic potentials. To investigate the SAL metabolites, the metabolism studies of SAL were conducted in vitro rat liver S-9 fraction and in vivo using rats by high performance liquid chromatography and gas chromatography/mass spectrometry. The methylated metabolite of SAL was found in urine of rats, while the same methylating form of metabolite was not produced from the in vitro metabolism system using rat liver S-9 fraction.

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Separation of Functionalized Heterocyclic Compounds by High Performance Liquid Chromatography (II) (고성능 액체 크로마토그래피에 의한 기능성 헤테로 고리 화합물의 분리(II))

  • Cho, Yun Jin;Lee, Young Cheol;Lee, Kwang-PiII;Park, Keung-Shik
    • Analytical Science and Technology
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    • v.11 no.4
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    • pp.292-296
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    • 1998
  • Normal phase or reversed phase liquid chromatographic separation of isoquinoline of heterocyclic compounds and structural isomers of external substituents, $COOCH_3$, CN and $CH_3$ has been carried out by using several different columns and various mobile phases. From this results, the order of elution of heterocyclic compounds appears to depend on the solvent effect with kinds of mobile phases. Retention mechanism of normal phase system for 2-methylindoline, 2-methylindole, benzoxazole and benzothiazole was also studied depending on adsorption strength between solute and stationary phase of column. However, retention factors of reversed phase system were found on hydrophobic interaction with solvophobic effect.

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Acetylcholinesterase Inhibitors from the Aerial Parts of Corydalis speciosa

  • Kim, Dae-Keun;Lee, Ki-Taek;Kim, Sung-Hoon;Park, Hee-Wook;Lim, Jong-Pil;Shin, Tae-Yong;Eom, Dong-Ok;Yang, Jae-Heon;Eun, Jae-Soon;Baek, Nam-In
    • Archives of Pharmacal Research
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    • v.27 no.11
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    • pp.1127-1131
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    • 2004
  • In a bioassay-guided search for acetylcholinesterase inhibitors from Korean natural resources, four isoquinoline alkaloids, corynoxidine (1), protopine (2), palmatine (3), and berberine (4) have been isolated from the methanolic extract of the aerial parts of Corydalis speciosa. Structures of these compounds were elucidated on the basis of spectroscopic techniques. These compounds inhibited acetylcholinesterase activity in a dose-dependent manner, and the $IC_50$ values of compounds 1-4 were 89.0, 16.1, 5.8, and 3.3 $\mu$ M, respectively.

A Study on Synthesis and Characterization of Dinitrosylmolybdenum Complexes (디니트로실 몰리브덴 착물의 합성과 특성에 관한 연구)

  • Doh, Kiel Myung;Kim, Ill Chool;Choi, Bo Yong
    • Journal of the Korean Chemical Society
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    • v.39 no.3
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    • pp.191-197
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    • 1995
  • The reactions of [${Mo(NO)_2Cl_2}_n$] with unidentate ligands in $CH_2Cl_2$ solvent afforded monomeric complexes [$Mo(NO)_2L_2Cl_2$]. $[Mo(NO)_2L_4](ClO_4)_2$ was obtained by reaction of unidentate with $[Mo(NO)_2L_2Cl_2]$ in aceton solvent. 4-Dimethylaminopyridine(dmap), pyridine(py), and isoquinoline(isoq) were used as coordinating ligands. These dinitrosylmolybdenum complexes are prepared and characterized by elemental analysis, $^1H$ NMR, infrared, and UV-Visible spectroscopy. The infrared spectra indicate that the NO groups occupy cis-positions of the octahedral.

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Isolation of Herbicidal Compound from Bulbs of Lycoris chinensis var. sinuolata K.H.Tae & S.T.Ko (진노랑상사화 인경으로부터 살초활성 물질의 분리)

  • Jang, Ho-Jin;Kim, Kun-Woo
    • Korean Journal of Weed Science
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    • v.30 no.4
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    • pp.437-444
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    • 2010
  • This study was conducted to determine the herbicidal activity of allelochemicals and identify herbicidal compounds in bulbs of Lycoris chinensis var. sinuolata. Methanol extract was purified by a series of silica gel flash column chromatography and HPLC. The final HPLC gave two active fractions and an herbicidal compound was obtained. By GC/MS analysis, the herbicidal compound was identified as montanine ($O^2$-methyl pancracine), an isoquinoline alkaloid. Montanine showed 100% of growth inhibition on the shoot and root of barnyardgrass (Echinochloa crus-galli) seedlings at $50\;{\mu}g\;mL^{-1}$ as compared with the control.

Alkaloids from the Stem Bark of Phellodendron amurense Rupr (황백나무로부터 생리활성물질인 alkaloids 화합물의 분리 및 탐색)

  • Lee Jin Hwan;Lee Byong Won;Kang Nam Suk;Moon Yea Hwang;Yang Min Suk;Park Ki Hun
    • Journal of Life Science
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    • v.15 no.3 s.70
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    • pp.423-426
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    • 2005
  • Two isoquinolines and one quinolone were isolated from the stem bark of Pellodendron amurense Rupr. (Rutaceae). Two isoquinolines were elucidated as thalifoline (2) and pharmacological active berberine (3) has been blocking the release of $Ca^{2+}$ from internal stores. One quinolone was identified as N-methylatanine (1). This is the first report on the isolation of N-methylatanine (1) and thalifoline (2) from this plant.

Synthesis and Structure-Activity Relationship Studies of 2,3-Dihydroimidazo[2,1-a]isoquinoline Analogs as Antitumor Agents

  • Cheon, Seung-Hoon;Park, Joon-Suck;Jeong, Seon-Hee;Chung, Byung-Ho;Choi, Bo-Gil;Cho, Won-Jae;Kang, Boo-Hyon;Lee, Chong-Ock
    • Archives of Pharmacal Research
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    • v.20 no.2
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    • pp.138-143
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    • 1997
  • 5-Aryl-2,3-dihydroimidazo[2,1-a]isoquinolines were reported to have strong antitumor activity and one of the derivatives such as $5-[4^{l}$ -(piperidinomethyl)phenyl]-2,3-dihydroimidazo[2,1-a] isoquinoline (1, SDZ 62-434) was found to be more effective than the clinical cytostatic agent edelfosine (2) in in vitro and in vivo assays. Currently SDZ 62-434 is in clinical trials in Europe. The structure-activity relationship studies of SDZ 62-434 showed that compounds with substitution on ring A were less active than the lead compound. Ring B in SDZ 62-434 was essential for the activity because compounds without B ring had no antitumor activity. Among the 3-arylisoquinolin-1-one derivatives, $3-[4^{I}$-(piperidinomethyl)phenyl] substituted analog had no antitumor activity but simple phenyl substituted compound, such as 4, showed the most potent antitumor activity in various human tumor cell lines.

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