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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
2
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pubmed:dateCreated |
2006-12-15
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pubmed:abstractText |
We report the synthesis, in vitro antiprotozoal (against Plasmodium and Leishmania), antimicrobial, cytotoxicity (Vero and MetHb-producing properties), and in vivo antimalarial activities of two series of 8-quinolinamines. N1-{4-[2-(tert-Butyl)-6-methoxy-8-quinolylamino]pentyl}-(2S/2R)-2-aminosubstitutedamides (21-33) and N1-[4-(4-ethyl-6-methoxy-5-pentyloxy-8-quinolylamino)pentyl]-(2S/2R)-2-aminosubstitutedamides (51-63) were synthesized in six steps from 6-methoxy-8-nitroquinoline and 4-methoxy-2-nitro-5-pentyloxyaniline, respectively. Several analogs displayed promising antimalarial activity in vitro against Plasmodium falciparum D6 (chloroquine-sensitive) and W2 (chloroquine-resistant) clones with high selectivity indices versus mammalian cells. The most promising analogs (21-24) also displayed potent antimalarial activity in vivo in a Plasmodium berghei-infected mouse model. Most interestingly, many analogs exhibited promising in vitro antileishmanial activity against Leishmania donovani promastigotes, and antimicrobial activities against a panel of pathogenic bacteria and fungi. Several analogs, notably 21-24, 26-32, and 60, showed less MetHb formation compared to primaquine indicating the potential of these compounds in 8-quinolinamine-based antimalarial drug development.
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pubmed:grant |
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Jan
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pubmed:issn |
0968-0896
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
15
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pubmed:volume |
15
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
915-30
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pubmed:dateRevised |
2007-12-3
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pubmed:meshHeading |
pubmed-meshheading:17084633-Aminoquinolines,
pubmed-meshheading:17084633-Animals,
pubmed-meshheading:17084633-Anti-Bacterial Agents,
pubmed-meshheading:17084633-Antifungal Agents,
pubmed-meshheading:17084633-Antimalarials,
pubmed-meshheading:17084633-Antineoplastic Agents,
pubmed-meshheading:17084633-Antiparasitic Agents,
pubmed-meshheading:17084633-Bacteria,
pubmed-meshheading:17084633-Cercopithecus aethiops,
pubmed-meshheading:17084633-Erythrocytes,
pubmed-meshheading:17084633-Fungi,
pubmed-meshheading:17084633-Humans,
pubmed-meshheading:17084633-Indicators and Reagents,
pubmed-meshheading:17084633-L-Lactate Dehydrogenase,
pubmed-meshheading:17084633-Leishmania donovani,
pubmed-meshheading:17084633-Magnetic Resonance Spectroscopy,
pubmed-meshheading:17084633-Methemoglobin,
pubmed-meshheading:17084633-Methicillin Resistance,
pubmed-meshheading:17084633-Mice,
pubmed-meshheading:17084633-Microbial Sensitivity Tests,
pubmed-meshheading:17084633-Plasmodium berghei,
pubmed-meshheading:17084633-Plasmodium falciparum,
pubmed-meshheading:17084633-Structure-Activity Relationship,
pubmed-meshheading:17084633-Vero Cells
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pubmed:year |
2007
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pubmed:articleTitle |
Synthesis, antimalarial, antileishmanial, antimicrobial, cytotoxicity, and methemoglobin (MetHB) formation activities of new 8-quinolinamines.
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pubmed:affiliation |
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, S.A.S. Nagar, Punjab 160 062, India.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, Non-P.H.S.,
Research Support, Non-U.S. Gov't,
Research Support, N.I.H., Extramural
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