Source:http://linkedlifedata.com/resource/pubmed/id/17092729
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
2
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pubmed:dateCreated |
2006-12-15
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pubmed:abstractText |
Novel aminophenol analogues were synthesized based on the structure of fenretinide (N-(4-hydroxyphenyl)retinamide, 5), which is a potent anticancer agent. Our findings showed that the anticancer activities of 5 were due to the side chain attached to the aminophenol moiety. A p-octylaminophenol (p-OAP) provided the most potent anticancer activity among p-alkylaminophenols examined. In this study, we investigated anticancer activities against various cancer cell lines by the new aminophenols, p-dodecylaminophenol (1), p-decylaminophenol (2), N-(4-hydroxyphenyl)dodecananamide (3), and N-(4-hydroxyphenyl)decananamide (4), which exhibits a side chain as long as 5. Cell growth of breast cancer (MCF-7, MCF-7/Adr(R)), prostate cancer (DU-145), and leukemia (HL60) cells was suppressed by 1 and 2 in a fashion dependent on the length of the alkyl chain attached to the aminophenol. In contrast, 3 and 4 were extremely weak. Compound 5 was less potent than 1. Cell growth of liver cancer (HepG2) was not markedly affected by these compounds. In addition, apoptosis of HL60 cells was induced by 1 and 2 in a chain length-dependent manner, but not by 3 and 4. Incorporation of compounds into HL60 cells was in the order 1>2=3>4. These results indicated that anticancer activities for 1 and 2 are correlated with their incorporation into cancer cells and their capability to induce apoptosis, but not for 3 and 4. Compound 1, a potent anticancer agent with potency strikingly greater than 5, may potentially be useful in clinic.
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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 |
Jan
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pubmed:issn |
0968-0896
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
15
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pubmed:volume |
15
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
847-53
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pubmed:meshHeading |
pubmed-meshheading:17092729-Aminophenols,
pubmed-meshheading:17092729-Antineoplastic Agents,
pubmed-meshheading:17092729-Breast Neoplasms,
pubmed-meshheading:17092729-Cell Line, Tumor,
pubmed-meshheading:17092729-DNA Fragmentation,
pubmed-meshheading:17092729-Electrophoresis, Agar Gel,
pubmed-meshheading:17092729-Female,
pubmed-meshheading:17092729-Fenretinide,
pubmed-meshheading:17092729-HL-60 Cells,
pubmed-meshheading:17092729-Humans,
pubmed-meshheading:17092729-Male,
pubmed-meshheading:17092729-Prostatic Neoplasms,
pubmed-meshheading:17092729-Structure-Activity Relationship
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pubmed:year |
2007
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pubmed:articleTitle |
Potent anticancer activities of novel aminophenol analogues against various cancer cell lines.
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pubmed:affiliation |
Laboratory of Physiological Chemistry, Institute of Medicinal Chemistry, Hoshi University, Shinagawa-ku, Tokyo 142-8501, Japan.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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