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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
1
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pubmed:dateCreated |
1988-9-28
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pubmed:abstractText |
The synthesis of the antifolate 5,10-dideaza-5,6,7,8-tetrahydrofolic acid (DDATHF) has been modified. It is prepared from 2-acetamido-6-formyl-4(3H)-pyrido[2,3-b]pyrimidone and [P-(N-[1,3-bis(ethoxycarbonyl)propan-1-yl]aminocarbonyl)] phenylmethyl]-triphenylphosphonium bromide. The synthesis proceeds via a sodium hydride promoted Wittig condensation in 1-methyl-2-pyrrolidone followed by catalytic reduction, mild base hydrolysis, and acid precipitation of the product. Synthesis of DDATHF is achieved in a total of seven steps from commercially available reagents. DDATHF is transported effectively into CCRF-CEM cells and inhibits growth of both human (CEM) and murine (L1210) cells in culture. Studies reported here support the view that methotrexate and DDATHF are transported via a shared transport mechanism.
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pubmed:grant | |
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/Folic Acid Antagonists,
http://linkedlifedata.com/resource/pubmed/chemical/Methotrexate,
http://linkedlifedata.com/resource/pubmed/chemical/Tetrahydrofolates,
http://linkedlifedata.com/resource/pubmed/chemical/lometrexol
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pubmed:status |
MEDLINE
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pubmed:month |
Aug
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pubmed:issn |
0003-9861
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
15
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pubmed:volume |
265
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
43-9
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pubmed:dateRevised |
2007-11-15
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pubmed:meshHeading |
pubmed-meshheading:3166364-Animals,
pubmed-meshheading:3166364-Antineoplastic Agents,
pubmed-meshheading:3166364-Binding, Competitive,
pubmed-meshheading:3166364-Cell Division,
pubmed-meshheading:3166364-Cell Line,
pubmed-meshheading:3166364-Folic Acid Antagonists,
pubmed-meshheading:3166364-Humans,
pubmed-meshheading:3166364-Leukemia, Lymphoid,
pubmed-meshheading:3166364-Leukemia L1210,
pubmed-meshheading:3166364-Methotrexate,
pubmed-meshheading:3166364-Mice,
pubmed-meshheading:3166364-Tetrahydrofolates
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pubmed:year |
1988
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pubmed:articleTitle |
Synthesis and biological properties of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid.
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pubmed:affiliation |
Department of Chemistry, Lederle Laboratories, Pearl River, New York 10965.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
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