1614-59-1Relevant articles and documents
Comparative Computer Graphics and Solution Studies of the DNA Interaction of Substituted Anthraquinones Based on Doxorubicin and Mitoxantrone
Islam, Suhail A.,Neidle, Stephen,Gandecha, Bijukumar M.,Partridge, Malcolm,Patterson, Laurence H.,Brown, Jeffrey R.
, p. 857 - 864 (1985)
1-amino>- and 1,4-, 1,5-, and 1,8-bisamino>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 euther 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- > 1,4- >> 1,8- > 1-); also the antiproliferative effects in vitro are in general agreement with this ranking.
Synthesis of aminoanthraquinone derivatives and their in vitro evaluation as potential anti-cancer drugs
Katzhendler,Gean,Bar-Ad,Tashma,Ben-Shoshan,Ringel,Bachrach,Ramu
, p. 23 - 30 (2007/10/02)
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