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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
12
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pubmed:dateCreated |
1994-8-3
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pubmed:abstractText |
A series of C-6-substituted methyl mitomycins was synthesized and evaluated for anticellular and antitumor activities. These novel compounds were prepared by Michael addition of various alcohols or thiols to 6-demethyl-7,7-(ethylenedioxy)-6,7-dihydro-6-methylidenemitosanes followed by treatment with NH3 or MeOH/K2CO3. Most compounds were potent against HeLa S3, and some of them showed superior activity to that of mitomycin C (MMC) against P388 leukemia and sarcoma 180 in mice. In addition, some compounds exhibited remarkable activity against MMC-resistant P388 in mice. FAB-MS spectra of these mitomycin derivatives showed the elimination of the C-6-methyl substituents from the mitomycin skeletons to form quinonemethides. Interestingly, treatment of 6-demethyl-6-[[(2-pyrimidinyl)thio]methyl ]mitomycin C (12v) with diethylamine afforded 6-demethyl-6-[(diethylamino)methyl]mitomycin C (31) in good yield. These results suggested that the C-6-substituted methyl mitomycins would have different biological character from that of MMC.
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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 |
Jun
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pubmed:issn |
0022-2623
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
10
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pubmed:volume |
37
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1794-804
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pubmed:dateRevised |
2004-11-17
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pubmed:meshHeading |
pubmed-meshheading:8021918-Animals,
pubmed-meshheading:8021918-Antineoplastic Agents,
pubmed-meshheading:8021918-Drug Screening Assays, Antitumor,
pubmed-meshheading:8021918-HeLa Cells,
pubmed-meshheading:8021918-Humans,
pubmed-meshheading:8021918-Leukemia P388,
pubmed-meshheading:8021918-Mitomycins,
pubmed-meshheading:8021918-Molecular Structure,
pubmed-meshheading:8021918-Sarcoma, Experimental,
pubmed-meshheading:8021918-Spectrometry, Mass, Fast Atom Bombardment,
pubmed-meshheading:8021918-Tumor Cells, Cultured
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pubmed:year |
1994
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pubmed:articleTitle |
Synthesis and antitumor activity of novel mitomycin derivatives containing functional groups at the C-6-methyl position.
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pubmed:affiliation |
Pharmaceutical Research Laboratories, Kyowa Hakko Kogyo Company, Ltd. Shizuoka, Japan.
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pubmed:publicationType |
Journal Article
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