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doxorubicin hydrochloride

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The hydrochloride salt of doxorubicin, an anthracycline antibiotic with antineoplastic activity. Doxorubicin, isolated from the bacterium Streptomyces peucetius var. caesius, is the hydroxylated congener of daunorubicin. Doxorubicin intercalates between base pairs in the DNA helix, thereby preventing DNA replication and ultimately inhibiting protein synthesis. Additionally, doxorubicin inhibits topoisomerase II which results in an increased and stabilized cleavable enzyme-DNA linked complex during DNA replication and subsequently prevents the ligation of the nucleotide strand after double-strand breakage. Doxorubicin also forms oxygen free radicals resulting in cytotoxicity secondary to lipid peroxidation of cell membrane lipids; the formation of oxygen free radicals also contributes to the toxicity of the anthracycline antibiotics, namely the cardiac and cutaneous vascular effects.
Synonym:ADR
Adriamycin
Adriamycin hydrochloride
Adriamycine
chloridrato de doxorrubicina
doxorubicin.HCl
hydroxydaunorubicin
Foreign brand name:Adriablastin
Adriacin
Adriblastina
Adriblastine
Adrimedac
DOXO-CELL
Doxolem
Doxorubin
Farmiblastina
Abbreviation:ADM
Adria
DOX
Code name:FI-106
Chemical structure:14-hydroxydaunorubicin hydrochloride
3-hydroxyacetyldaunorubicin hydrochloride
5,12-naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-,hydrochloride, (8S-cis)-(9CI)
L-lyxo-hexopyranoside, 3b-glycol-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1a-naphthacenyl 3-amino-2,3,6-trideoxy-.alpha.-, hydrochloride
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