Synthesis, characterization and antimalarial activity of new chromium arene-quinoline half sandwich complexes.
(2011) In Journal of Inorganic Biochemistry 105(7). p.985-990- Abstract
- Organometallic analogs of chloroquine (CQ) are of interest as drug candidates that may be able to overcome the widespread chloroquine resistance developed by malaria parasites. Two new chromium arene CQ-analogs: [η(6)-N-(7-chloroquinolin-4-yl)-N'-(2-dimethylamino-methylbenzyl)-ethane-1,2-diamine]tricarbonylchromium 4 and [η(6)-N-(7-chloroquinolin-4-yl)-N'-(2-dimethylaminobenzyl)-ethane-1,2-diamine]tricarbonylchromium 9 have been synthesized and characterized. In addition, X-ray crystal structures of the intermediates (η(6)-benzyldimethylamine)tricarbonylchromium 2, [η(6)-2-((dimethylamino)methyl) benzaldehyde]tricarbonylchromium 3 and p-(η(6)-dimethylaminobenzaldehyde)tricarbonyl chromium 8 are reported. Compound 4 was more active than... (More)
- Organometallic analogs of chloroquine (CQ) are of interest as drug candidates that may be able to overcome the widespread chloroquine resistance developed by malaria parasites. Two new chromium arene CQ-analogs: [η(6)-N-(7-chloroquinolin-4-yl)-N'-(2-dimethylamino-methylbenzyl)-ethane-1,2-diamine]tricarbonylchromium 4 and [η(6)-N-(7-chloroquinolin-4-yl)-N'-(2-dimethylaminobenzyl)-ethane-1,2-diamine]tricarbonylchromium 9 have been synthesized and characterized. In addition, X-ray crystal structures of the intermediates (η(6)-benzyldimethylamine)tricarbonylchromium 2, [η(6)-2-((dimethylamino)methyl) benzaldehyde]tricarbonylchromium 3 and p-(η(6)-dimethylaminobenzaldehyde)tricarbonyl chromium 8 are reported. Compound 4 was more active than chloroquine against both CQ-sensitive and CQ-resistant strains of Plasmodium falciparum when antimalarial activity was tested in vitro. The activity of 4 against the CQ-resistant parasite strain was twice as high as for the organic ligand alone (IC(50) values of 33.9nM versus 63.1nM). (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/1972703
- author
- Glans, Lotta LU ; Taylor, Dale ; de Kock, Carmen ; Smith, Peter J ; Haukka, Matti ; Moss, John R and Nordlander, Ebbe LU
- organization
- publishing date
- 2011
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of Inorganic Biochemistry
- volume
- 105
- issue
- 7
- pages
- 985 - 990
- publisher
- Elsevier
- external identifiers
-
- wos:000291518700008
- pmid:21565148
- scopus:79955721427
- ISSN
- 1873-3344
- DOI
- 10.1016/j.jinorgbio.2011.03.019
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Chemical Physics (S) (011001060)
- id
- 8f3090a4-337c-4c21-bb91-0bf0c60bad61 (old id 1972703)
- date added to LUP
- 2016-04-01 13:53:11
- date last changed
- 2022-01-27 21:38:17
@article{8f3090a4-337c-4c21-bb91-0bf0c60bad61, abstract = {{Organometallic analogs of chloroquine (CQ) are of interest as drug candidates that may be able to overcome the widespread chloroquine resistance developed by malaria parasites. Two new chromium arene CQ-analogs: [η(6)-N-(7-chloroquinolin-4-yl)-N'-(2-dimethylamino-methylbenzyl)-ethane-1,2-diamine]tricarbonylchromium 4 and [η(6)-N-(7-chloroquinolin-4-yl)-N'-(2-dimethylaminobenzyl)-ethane-1,2-diamine]tricarbonylchromium 9 have been synthesized and characterized. In addition, X-ray crystal structures of the intermediates (η(6)-benzyldimethylamine)tricarbonylchromium 2, [η(6)-2-((dimethylamino)methyl) benzaldehyde]tricarbonylchromium 3 and p-(η(6)-dimethylaminobenzaldehyde)tricarbonyl chromium 8 are reported. Compound 4 was more active than chloroquine against both CQ-sensitive and CQ-resistant strains of Plasmodium falciparum when antimalarial activity was tested in vitro. The activity of 4 against the CQ-resistant parasite strain was twice as high as for the organic ligand alone (IC(50) values of 33.9nM versus 63.1nM).}}, author = {{Glans, Lotta and Taylor, Dale and de Kock, Carmen and Smith, Peter J and Haukka, Matti and Moss, John R and Nordlander, Ebbe}}, issn = {{1873-3344}}, language = {{eng}}, number = {{7}}, pages = {{985--990}}, publisher = {{Elsevier}}, series = {{Journal of Inorganic Biochemistry}}, title = {{Synthesis, characterization and antimalarial activity of new chromium arene-quinoline half sandwich complexes.}}, url = {{http://dx.doi.org/10.1016/j.jinorgbio.2011.03.019}}, doi = {{10.1016/j.jinorgbio.2011.03.019}}, volume = {{105}}, year = {{2011}}, }