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Pors, Klaus, Shnyder, Steven D., Teesdale-Spittle, Paul H., Hartley, John A., Zloh, Mire, Searcey, Mark 
ORCID: https://orcid.org/0000-0003-2273-8949 and Patterson, Laurence H.
(2006)
Synthesis of DNA-directed pyrrolidinyl and piperidinyl confined alkylating chloroalkylaminoanthraquinones: Potential for development of tumor-selective N-oxides.
Journal of Medicinal Chemistry, 49 (24).
pp. 7013-7023.
ISSN 0022-2623
Abstract
A novel series of 1,4-disubstituted chloroethylaminoanthraquinones, containing alkylating chloroethylamino functionalities as part of a rigid piperidinyl or pyrrolidinyl ring-system, have been prepared. The target compounds were prepared by ipso-displacement of halides of various anthraquinone chromophores by either hydroxylated or chlorinated piperidinyl- or pyrrolidinyl-alkylamino side chains. The chloroethylaminoanthraquinones were shown to alkylate guanine residues of linearized pBR322 (1-20 mu M), and two symmetrically 1,4-disubstituted anthraquinones (compounds 14 and 15) were shown to interstrand cross-link DNA in the low nM range. Several 1,4-disubstituted chloroethylaminoanthraquinones were potently cytotoxic (IC50 values:
| Item Type: | Article |
|---|---|
| Faculty \ School: | Faculty of Science > School of Pharmacy (former - to 2024) |
| UEA Research Groups: | Faculty of Science > Research Groups > Medicinal Chemistry (former - to 2017) Faculty of Science > Research Groups > Chemical Biology and Medicinal Chemistry (former - to 2021) |
| Depositing User: | Rachel Smith |
| Date Deposited: | 09 Jun 2011 11:24 |
| Last Modified: | 24 Sep 2024 09:51 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/32087 |
| DOI: | 10.1021/jm0608154 |
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