Source:http://linkedlifedata.com/resource/pubmed/id/21349727
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
6
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pubmed:dateCreated |
2011-3-14
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pubmed:abstractText |
A series of 30 organic chlacones and 33 ferrocenyl (Fc) chalcones were synthesized and characterized by melting point, elemental analysis, spectroscopy ((1)H NMR and FTIR) and, in two cases, by X-ray crystallography. The biological activity of each compound (10(-4)M in DMSO) against the model nematode Caenorhabditis elegans was examined in terms of % mortality (percent nematodes that died) and % fecundity (percent nematodes that reproduced) and compared to that obtained for the control medium (1% DMSO) over a 14-day period. Detailed conformational analyses for two Fc-chalcones (studied also by X-ray crystallography) were performed via molecular modeling studies. In general, the organic chalcones were found to be less polar than their Fc analogs. Some structure-activity relationships (SARs) were determined: (a) The nematocidal activities of the organic chalcones in this series were found to be much greater than those of their ferrocenyl analogs. (b) The position of the carbonyl group played a central role in the biological activity of both classes of chalcones studied. (c) For both classes of chalcones, lipophilicity of a compound seemed to play a significant role in its nematocidal activity. (d) The planarity of a ferrocenyl-chlacone seems to play a role in its activity.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Mar
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pubmed:issn |
1464-3391
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pubmed:author | |
pubmed:copyrightInfo |
Published by Elsevier Ltd.
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pubmed:issnType |
Electronic
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pubmed:day |
15
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pubmed:volume |
19
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
2055-73
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pubmed:meshHeading |
pubmed-meshheading:21349727-Animals,
pubmed-meshheading:21349727-Antinematodal Agents,
pubmed-meshheading:21349727-Caenorhabditis elegans,
pubmed-meshheading:21349727-Chalcones,
pubmed-meshheading:21349727-Crystallography, X-Ray,
pubmed-meshheading:21349727-Ferrous Compounds,
pubmed-meshheading:21349727-Molecular Conformation,
pubmed-meshheading:21349727-Structure-Activity Relationship
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pubmed:year |
2011
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pubmed:articleTitle |
Ferrocenyl chalcones versus organic chalcones: a comparative study of their nematocidal activity.
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pubmed:affiliation |
Department of Chemistry (M/S SB-70), California State University, Fresno, CA 93740, USA. sattar@csufresno.edu
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pubmed:publicationType |
Journal Article,
Comparative Study,
Research Support, Non-U.S. Gov't
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