Synthesis and biological evaluation of novel chloroethylaminoanthraquinones with potent cytotoxic activity against cisplatin-resistant tumor cells

Description

No / Novel 1- and 1,4-substituted chloroethylaminoanthraquinones with DNA binding and alkylating properties along with their respective hydroxyethylaminoanthraquinone intermediates were synthesized. Selected chloroethylaminoanthraquinones were shown to cross-link DNA and alkylate guanines (at low nM concentration) with a preference for reaction sites containing 5'-PyG. A compound (Alchemix) with the bis-chloroethyl functionality confined to one side chain alkylated but did not cross-link DNA. All the 1,4-disubstituted chloroethylaminoanthraquinones were potently cytotoxic (nM IC50s) against cisplatin-resistant ovarian cancer cell lines.

Links & Downloads

1. Pors,K., Paniwnyk, Z., Ruparelia, K.C., Teesdale-Spittle, P.H., Hartley, J.A., Kelland, L.R. and Patterson, L.H. (2004). Synthesis and biological evaluation of novel chloroethylaminoanthraquinones with potent cytotoxic activity against cisplatin-resistant tumor cells. Journal of Medicinal Chemistry. Vol. 47, No. 7, pp. 1856-1859.
2. http://hdl.handle.net/10454/3164
3. https://doi.org/10.1021/jm031070u

Tags

Platinum II Complexes

Alkylating agent

Organic chlorine compounds

Diamine

Aromatic amine

Quinone

Anthraquinone derivatives

Chemical synthesis

Ovary

Human

Cell line

In vitro

Cisplatin

Tumor cell

Resistance

Cytotoxicity

Antineoplastic agent

Structure activity relation

Additional Fields

Identifer	oai:union.ndltd.org:BRADFORD/oai:bradscholars.brad.ac.uk:10454/3164
Date	January 2004
Creators	Pors, Klaus, Paniwnyk, Z., Patterson, Laurence H., Ruparelia, K.C., Hartley, J.A., Kelland, L.R.
Source Sets	Bradford Scholars
Language	English
Detected Language	English
Type	Article, No full-text in the repository