rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
3
|
pubmed:dateCreated |
1997-3-13
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pubmed:abstractText |
Several new nonaromatic taxoids are synthesized by means of the beta-lactam synthon method. These include taxoids modified with 3-methylbut-2-enoate, 3-methylbutanoate, and cyclohexanecarboxylate groups in place of the benzoate at the C-2 position. In addition, taxoids with 2-methylprop-1-enyl, 2-methylpropyl, (E)-prop-1-enyl, and cyclohexyl groups at the C-3' position are also prepared in combination with the modifications at C-2. The alkyl and alkenyl ester groups at C-2 displayed pronounced effects on the in vitro cytotoxicity. Two of the fully aliphatic taxoids possess similar or stronger activity than paclitaxel and docetaxel. It is clear that the 2-benzoate does not play a unique role, and replacement with the appropriate alkyl and alkenyl groups provides taxoids with equivalent or superior activity.
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pubmed:grant |
|
pubmed:language |
eng
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pubmed:journal |
|
pubmed:citationSubset |
IM
|
pubmed:chemical |
|
pubmed:status |
MEDLINE
|
pubmed:month |
Jan
|
pubmed:issn |
0022-2623
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pubmed:author |
|
pubmed:issnType |
Print
|
pubmed:day |
31
|
pubmed:volume |
40
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
279-85
|
pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:9022794-Antineoplastic Agents, Phytogenic,
pubmed-meshheading:9022794-Breast Neoplasms,
pubmed-meshheading:9022794-Drug Resistance, Multiple,
pubmed-meshheading:9022794-Drug Resistance, Neoplasm,
pubmed-meshheading:9022794-Drug Screening Assays, Antitumor,
pubmed-meshheading:9022794-Esters,
pubmed-meshheading:9022794-Female,
pubmed-meshheading:9022794-Humans,
pubmed-meshheading:9022794-Magnetic Resonance Spectroscopy,
pubmed-meshheading:9022794-Models, Molecular,
pubmed-meshheading:9022794-Molecular Structure,
pubmed-meshheading:9022794-Ovarian Neoplasms,
pubmed-meshheading:9022794-Paclitaxel,
pubmed-meshheading:9022794-Structure-Activity Relationship,
pubmed-meshheading:9022794-Taxoids,
pubmed-meshheading:9022794-Tumor Cells, Cultured
|
pubmed:year |
1997
|
pubmed:articleTitle |
Synthesis and structure-activity relationships of nonaromatic taxoids: effects of alkyl and alkenyl ester groups on cytotoxicity.
|
pubmed:affiliation |
Department of Chemistry, State University of New York at Stony Brook 11794-3400, USA.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.,
Research Support, U.S. Gov't, Non-P.H.S.
|