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| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
7
|
| pubmed:dateCreated |
1985-8-14
|
| pubmed:abstractText |
1-[[(Diethylamino)ethyl]amino]- and 1,4-, 1,5-, and 1,8-bis[[(diethylamino)ethyl]amino]anthraquinones are shown to intercalate into DNA. Computer graphics modelling of their intercalation into the self-complementary deoxydinucleoside d(CpG) showed differences in binding properties. While the 1-substituted compound can bind from either groove, the 1,8-disubstituted compound binds with both substituents in the major groove. In the low-energy state of the complex with the 1,5-disubstituted compound, this ligand "straddles" the site with a substituent in each groove--to do this, the compound must bind to a non-base-paired region, so inducing base pairing. The 1,4-compound binds from the major groove; "straddling" is also possible if full minimization of deoxydinucleoside geometry is performed. The differences in binding mode and interaction energies are reflected in the affinities of interaction (1,5- greater than 1,4- much greater than 1,8- greater than 1-); also the antiproliferative effects in vitro are in general agreement with this ranking.
|
| pubmed:language |
eng
|
| pubmed:journal | |
| pubmed:citationSubset |
IM
|
| pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Anthraquinones,
http://linkedlifedata.com/resource/pubmed/chemical/DNA,
http://linkedlifedata.com/resource/pubmed/chemical/Doxorubicin,
http://linkedlifedata.com/resource/pubmed/chemical/Mitoxantrone,
http://linkedlifedata.com/resource/pubmed/chemical/Solutions
|
| pubmed:status |
MEDLINE
|
| pubmed:month |
Jul
|
| pubmed:issn |
0022-2623
|
| pubmed:author | |
| pubmed:issnType |
Print
|
| pubmed:volume |
28
|
| pubmed:owner |
NLM
|
| pubmed:authorsComplete |
Y
|
| pubmed:pagination |
857-64
|
| pubmed:dateRevised |
2008-11-21
|
| pubmed:meshHeading |
pubmed-meshheading:4009608-Animals,
pubmed-meshheading:4009608-Anthraquinones,
pubmed-meshheading:4009608-Cell Line,
pubmed-meshheading:4009608-Chemical Phenomena,
pubmed-meshheading:4009608-Chemistry,
pubmed-meshheading:4009608-Chemistry, Physical,
pubmed-meshheading:4009608-Computers,
pubmed-meshheading:4009608-DNA,
pubmed-meshheading:4009608-Doxorubicin,
pubmed-meshheading:4009608-HeLa Cells,
pubmed-meshheading:4009608-Humans,
pubmed-meshheading:4009608-Leukemia, Experimental,
pubmed-meshheading:4009608-Liver Neoplasms, Experimental,
pubmed-meshheading:4009608-Mice,
pubmed-meshheading:4009608-Mitoxantrone,
pubmed-meshheading:4009608-Physicochemical Phenomena,
pubmed-meshheading:4009608-Solutions,
pubmed-meshheading:4009608-Structure-Activity Relationship,
pubmed-meshheading:4009608-Thermodynamics
|
| pubmed:year |
1985
|
| pubmed:articleTitle |
Comparative computer graphics and solution studies of the DNA interaction of substituted anthraquinones based on doxorubicin and mitoxantrone.
|
| pubmed:publicationType |
Journal Article,
Comparative Study,
Research Support, Non-U.S. Gov't
|