Source:http://linkedlifedata.com/resource/pubmed/id/18557605
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
13
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pubmed:dateCreated |
2008-7-7
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pubmed:abstractText |
Three types of 5alpha-androstane and ergostane analogues of brassinolide, containing a fluorine atom in either the 3alpha or the 5alpha positions or in 3alpha and 5alpha positions, were prepared using standard operations (reaction of 3beta-alcohols with (diethylamino)sulfur trifluoride, cleavage of epoxide with HF in py or BF 3.Et 2O). The 5alpha-fluorine was found to affect chemical reactivity (e.g., electrophilic addition to the Delta (2)-double bond) as well as physical properties (e.g., NMR, chromatographic behavior) of the products. Cytotoxicity of the products was studied using human normal and cancer cell lines with 28-homocastasterone as positive control and their brassinolide type activity was established using the bean second-internode test with 24-epibrassinolide as standard. The equivalence of F and OH groups was observed in some of the active compounds. The anticancer and the brassinolide-type activity do not correlate with each other: ergostane derivatives were most active in the former test while androstane derivatives were best in the latter.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Antineoplastic Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Brassinosteroids,
http://linkedlifedata.com/resource/pubmed/chemical/Cholestanols,
http://linkedlifedata.com/resource/pubmed/chemical/Fluorine Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Steroids, Heterocyclic,
http://linkedlifedata.com/resource/pubmed/chemical/brassinolide
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pubmed:status |
MEDLINE
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pubmed:month |
Jul
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pubmed:issn |
1520-4804
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:day |
10
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pubmed:volume |
51
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3979-84
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pubmed:dateRevised |
2011-11-17
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pubmed:meshHeading |
pubmed-meshheading:18557605-Antineoplastic Agents,
pubmed-meshheading:18557605-Brassinosteroids,
pubmed-meshheading:18557605-Cell Line,
pubmed-meshheading:18557605-Cell Survival,
pubmed-meshheading:18557605-Cholestanols,
pubmed-meshheading:18557605-Fluorine Compounds,
pubmed-meshheading:18557605-Humans,
pubmed-meshheading:18557605-Molecular Structure,
pubmed-meshheading:18557605-Steroids, Heterocyclic,
pubmed-meshheading:18557605-Structure-Activity Relationship
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pubmed:year |
2008
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pubmed:articleTitle |
Brassinosteroids: synthesis and activity of some fluoro analogues.
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pubmed:affiliation |
Institute of Organic Chemistry and Biochemistry of the Academy of Sciences of the Czech Republic, Fleming Square 2, 166 10 Prague 6, Czech Republic.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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