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Synthesis of (2E)-2-Methyl-3-(4-{[4-(quinolin-2-ylmethoxy)phenyl]sulfanyl}phenyl)prop-2-enoic acid (VUFB 20609) and 2-Methyl-3-(4-{[4-(quinolin-2-ylmethoxy)phenyl]sulfanyl}phenyl)propanoic acid (VUFB 20584) as Potential Antileukotrienic Agents
- 1.0104804 - UCHP-M 20040058 RIV GB eng J - Journal Article
Jampílek, J. - Doležal, M. - Kuneš, J. - Víchová, P. - Jun, D. - Hanika, Jiří - O´Connor, R. - Clynes, M.
Synthesis of (2E)-2-Methyl-3-(4-{[4-(quinolin-2-ylmethoxy)phenyl]sulfanyl}phenyl)prop-2-enoic acid (VUFB 20609) and 2-Methyl-3-(4-{[4-(quinolin-2-ylmethoxy)phenyl]sulfanyl}phenyl)propanoic acid (VUFB 20584) as Potential Antileukotrienic Agents.
[Syntéza (2E)-2-methyl-3-(4-{[4-(quinolin-2-ylmethoxy)phenyl]sulfanyl}phenyl)pr op-2-enové kyseliny (VUFB 20609) and 2-methyl-3-(4-{[4-(quinolin-2-ylmethoxy)phenyl]sulfanyl}phenyl)propanové kyseliny (VUFB 20584) jakožto potenciálních antileukotrienických látek.]
Journal of Pharmacy and Pharmacology. Roč. 56, č. 6 (2004), s. 783-794. ISSN 0022-3573. E-ISSN 2042-7158
Institutional research plan: CEZ:AV0Z4072921
Keywords : aryl iodides * amarium-diodide * leukotrienes
Subject RIV: CI - Industrial Chemistry, Chemical Engineering
Impact factor: 1.348, year: 2004
The syntheses of (2E)-2-methyl-3-(4-{[4-(quinolin-2-ylmethoxy)phenyl]sulfanyl}phenyl) prop-2-enoic acid (VUFB 20609) and racemic 2-methyl-3-(4-{[4-(quinolin-2-ylmethoxy) phenyl]sulfanyl}phenyl)propanoic acid (VUFB 20584) as new potential antileukotrienic drugs are described. Due to a low reactivity of the 4-substituted aryl bromides (coupling of the 4-substituted aryl bromides do not provide an activating functional group with 4-methoxybenzene-1-thiol), special conditions, in particular specific heterogeneous copper catalysts, were used. Catalytic hydrogenation of the conjugated double bond on Pd/C in the presence of the sulfanyl group is discussed. In-vitro cytotoxicity testing was performed using a microplate colorimetric acid phosphatase assay.
Práce se věnuje syntéze následujících nových látek s potenciálním antileukotrimetickým účinkem: (2E)-2-methyl-3-(4-{[4-(quinolin-2-ylmethoxy)phenyl]sulfanyl}phenyl) prop-2-enové kyseliny (VUFB 20609) a racemické 2-methyl-3-(4-{[4-(quinolin-2-ylmethoxy) phenyl]sulfanyl}phenyl)propanové kyseliny (VUFB 20584). Katalytická hydrogenace konjugované dvojné vazby v přítomnosti sulfanylové skupiny na Pd/C katalyzátoru je diskutována.
Permanent Link: http://hdl.handle.net/11104/0012069
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