Antimalarial Pyrido[1,2-a]benzimidazoles
Albert J Ndakala
1
,
Richard K Gessner
2
,
Patricia W. Gitari
2
,
Natasha October
2
,
KAREN E. WHITE
3
,
Alan Hudson
4
,
Foluke Fakorede
5
,
D. Shackleford
3
,
Marcel Kaiser
6
,
Clive Yeates
7
,
Susan C Charman
3
,
Kelly Chibale
2
4
Pharmacons, Kent, U.K.
|
5
Tropical Diseases Research, World Health Organization, 20 Avenue Appia, CH-1211, Geneva 27, Switzerland
|
7
InPharma Consultancy, Herts, U.K.
|
Publication type: Journal Article
Publication date: 2011-06-16
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
21644541
Drug Discovery
Molecular Medicine
Abstract
A novel class of antimalarial pyrido[1,2-a]benzimidazoles were synthesized and evaluated for antiplasmodial activity and cytotoxicity following hits identified from screening commercially available compound collections. The most active of these, TDR86919 (4c), showed improved in vitro activity vs the drug-resistant K1 strain of Plasmodium falciparum relative to chloroquine (IC(50) = 0.047 μM v 0.17 μM); potency was retained against a range of drug-sensitive and drug-resistant strains, with negligible cytotoxicity against the mammalian (L-6) cell line (selectivity index of >600). 4c and several close analogues (as HCl or mesylate salts) showed significant efficacy in P. berghei infected mice following both intraperitoneal (ip) and oral (po) administration, with >90% inhibition of parasitemia, accompanied by an increase in the mean survival time (MSD). The pyrido[1,2-a]benzimidazoles appeared to be relatively slow acting in vivo compared to chloroquine, and metabolic stability of the alkylamino side chain was identified as a key issue in influencing in vivo activity.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
6
7
|
|
|
Journal of Organic Chemistry
7 publications, 6.67%
|
|
|
Organic and Biomolecular Chemistry
7 publications, 6.67%
|
|
|
ACS Infectious Diseases
6 publications, 5.71%
|
|
|
Journal of Molecular Structure
5 publications, 4.76%
|
|
|
Green Chemistry
4 publications, 3.81%
|
|
|
Journal of Medicinal Chemistry
3 publications, 2.86%
|
|
|
Synthetic Communications
3 publications, 2.86%
|
|
|
European Journal of Medicinal Chemistry
2 publications, 1.9%
|
|
|
Russian Chemical Bulletin
2 publications, 1.9%
|
|
|
Scientific Reports
2 publications, 1.9%
|
|
|
Research on Chemical Intermediates
2 publications, 1.9%
|
|
|
Tetrahedron Letters
2 publications, 1.9%
|
|
|
Bioorganic and Medicinal Chemistry
2 publications, 1.9%
|
|
|
Tetrahedron
2 publications, 1.9%
|
|
|
Archiv der Pharmazie
2 publications, 1.9%
|
|
|
Advanced Synthesis and Catalysis
2 publications, 1.9%
|
|
|
European Journal of Organic Chemistry
2 publications, 1.9%
|
|
|
ChemistrySelect
2 publications, 1.9%
|
|
|
Organic Letters
2 publications, 1.9%
|
|
|
RSC Advances
2 publications, 1.9%
|
|
|
New Journal of Chemistry
2 publications, 1.9%
|
|
|
RSC Medicinal Chemistry
2 publications, 1.9%
|
|
|
Mini-Reviews in Medicinal Chemistry
1 publication, 0.95%
|
|
|
Letters in Drug Design and Discovery
1 publication, 0.95%
|
|
|
Australian Journal of Chemistry
1 publication, 0.95%
|
|
|
Chinese Journal of Organic Chemistry
1 publication, 0.95%
|
|
|
Crystals
1 publication, 0.95%
|
|
|
Journal of the Iranian Chemical Society
1 publication, 0.95%
|
|
|
Chemistry of Heterocyclic Compounds
1 publication, 0.95%
|
|
|
Medicinal Chemistry Research
1 publication, 0.95%
|
|
|
1
2
3
4
5
6
7
|
Publishers
|
5
10
15
20
25
|
|
|
Elsevier
21 publications, 20%
|
|
|
American Chemical Society (ACS)
20 publications, 19.05%
|
|
|
Royal Society of Chemistry (RSC)
17 publications, 16.19%
|
|
|
Wiley
15 publications, 14.29%
|
|
|
Springer Nature
10 publications, 9.52%
|
|
|
Taylor & Francis
5 publications, 4.76%
|
|
|
Bentham Science Publishers Ltd.
3 publications, 2.86%
|
|
|
Pleiades Publishing
2 publications, 1.9%
|
|
|
Georg Thieme Verlag KG
2 publications, 1.9%
|
|
|
CSIRO Publishing
1 publication, 0.95%
|
|
|
Shanghai Institute of Organic Chemistry
1 publication, 0.95%
|
|
|
MDPI
1 publication, 0.95%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 0.95%
|
|
|
Public Library of Science (PLoS)
1 publication, 0.95%
|
|
|
Beilstein-Institut
1 publication, 0.95%
|
|
|
Federation of American Societies for Experimental Biology (FASEB)
1 publication, 0.95%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
1 publication, 0.95%
|
|
|
Hacettepe University
1 publication, 0.95%
|
|
|
5
10
15
20
25
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
105
Total citations:
105
Citations from 2025:
7
(6.67%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Ndakala A. J. et al. Antimalarial Pyrido[1,2-a]benzimidazoles // Journal of Medicinal Chemistry. 2011. Vol. 54. No. 13. pp. 4581-4589.
GOST all authors (up to 50)
Copy
Ndakala A. J., Gessner R. K., Gitari P. W., October N., WHITE K. E., Hudson A., Fakorede F., Shackleford D., Kaiser M., Yeates C., Charman S. C., Chibale K. Antimalarial Pyrido[1,2-a]benzimidazoles // Journal of Medicinal Chemistry. 2011. Vol. 54. No. 13. pp. 4581-4589.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jm200227r
UR - https://doi.org/10.1021/jm200227r
TI - Antimalarial Pyrido[1,2-a]benzimidazoles
T2 - Journal of Medicinal Chemistry
AU - Ndakala, Albert J
AU - Gessner, Richard K
AU - Gitari, Patricia W.
AU - October, Natasha
AU - WHITE, KAREN E.
AU - Hudson, Alan
AU - Fakorede, Foluke
AU - Shackleford, D.
AU - Kaiser, Marcel
AU - Yeates, Clive
AU - Charman, Susan C
AU - Chibale, Kelly
PY - 2011
DA - 2011/06/16
PB - American Chemical Society (ACS)
SP - 4581-4589
IS - 13
VL - 54
PMID - 21644541
SN - 0022-2623
SN - 1520-4804
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2011_Ndakala,
author = {Albert J Ndakala and Richard K Gessner and Patricia W. Gitari and Natasha October and KAREN E. WHITE and Alan Hudson and Foluke Fakorede and D. Shackleford and Marcel Kaiser and Clive Yeates and Susan C Charman and Kelly Chibale},
title = {Antimalarial Pyrido[1,2-a]benzimidazoles},
journal = {Journal of Medicinal Chemistry},
year = {2011},
volume = {54},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/jm200227r},
number = {13},
pages = {4581--4589},
doi = {10.1021/jm200227r}
}
Cite this
MLA
Copy
Ndakala, Albert J., et al. “Antimalarial Pyrido[1,2-a]benzimidazoles.” Journal of Medicinal Chemistry, vol. 54, no. 13, Jun. 2011, pp. 4581-4589. https://doi.org/10.1021/jm200227r.
Profiles