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Ellipticine Chemical Structure

Ellipticine

Data Sheet For research use only. Not for human use.
Cat. No. :BCP13208CAS No. :519-23-3Purity:98%
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  • Chemical Properties&Biological Activity
CAS No. 519-23-3 Cat. No. BCP13208
Name Ellipticine
Synonyms CCG-36483; CCG36483; CCG 36483; DB-052047; K00071; LP00531; LS-133282; NSC 71795; NSC71795; NSC-71795; TCMDC-125546;
SMILES
Chemical Name
Formula C17H14N2 M. Wt 246.31
Purity 98% Storage Store at 4-8°C
Description Ellipticine is a DNA intercalating agent and a DNA topoisomerase II inhibitor. Ellipticine is also a natural product, isolated in 1959 from the Australian evergreen tree of the Apocynaceae family. Ellipticine was found to be an extremely promising anticancer drug. The planar polycyclic structure was found to interact with DNA through intercalation, exhibiting a high DNA binding affinity (10(6) M(-1)). The presence of protonatable ring nitrogens distinguished ellipticine from other simple intercalators. Both monocationic and uncharged species were found to be present under physiological conditions. The positive charge stabilized the binding of ellipticine to nucleic acids, while the more lipophilic uncharged compound was shown to readily penetrate membrane barriers. The structural nature of these compounds offers a plausible basis for the implication of multiple modes of action, including DNA binding, interactions with membrane barriers, oxidative bioactivation and modification of enzyme function; most notably that of topoisomerase II and telomerase.
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