Please use this identifier to cite or link to this item:
https://doi.org/10.1021/jm0101747
DC Field | Value | |
---|---|---|
dc.title | Antimalarial alkoxylated and hydroxylated chalones: Structure-activity relationship analysis | |
dc.contributor.author | Liu, M. | |
dc.contributor.author | Wilairat, P. | |
dc.contributor.author | Go, M.-L. | |
dc.date.accessioned | 2014-10-29T01:48:35Z | |
dc.date.available | 2014-10-29T01:48:35Z | |
dc.date.issued | 2001-12-06 | |
dc.identifier.citation | Liu, M., Wilairat, P., Go, M.-L. (2001-12-06). Antimalarial alkoxylated and hydroxylated chalones: Structure-activity relationship analysis. Journal of Medicinal Chemistry 44 (25) : 4443-4452. ScholarBank@NUS Repository. https://doi.org/10.1021/jm0101747 | |
dc.identifier.issn | 00222623 | |
dc.identifier.uri | http://scholarbank.nus.edu.sg/handle/10635/105654 | |
dc.description.abstract | Chalcones with 2′,3′,4′-trimethoxy, 2′,4′-dimethoxy, 4′-methoxy, 4′-ethoxy, 2′,4′-dihydroxy, and 4′-hydroxy groups on ring B were synthesized and evaluated in vitro against Plasmodium falciparum (K1) in a [3H] hypoxanthine uptake assay. The other ring A was quinoline, pyridine, naphthalene, or phenyl rings with electron-donating or electron-withdrawing substituents of varying lipophilicities. Trimethoxy 6 and 27, dimethoxy 7, 8, 29, and methoxy 31 analogues had good in vitro activities (IC50 < 5μM). 3-Quinolinyl ring A derivatives were well represented among the active compounds. Hydroxylated chalcones were less active than the corresponding alkoxylated analogues. When evaluated in vivo, 8 and 208 were comparable to chloroquine in extending the lifespan of infected mice. Multivariate data analysis showed that in vitro activity was mainly determined by the properties of ring B. Quantitative structure - activity relationship models with satisfactory predictive ability were obtained for various B ring chalcones using projections to latent structures. A model with good predictability was proposed for 19 active chalcones. Size and hydrophobicity were identified as critical parameters. | |
dc.description.uri | http://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1021/jm0101747 | |
dc.source | Scopus | |
dc.type | Article | |
dc.contributor.department | PHARMACY | |
dc.description.doi | 10.1021/jm0101747 | |
dc.description.sourcetitle | Journal of Medicinal Chemistry | |
dc.description.volume | 44 | |
dc.description.issue | 25 | |
dc.description.page | 4443-4452 | |
dc.description.coden | JMCMA | |
dc.identifier.isiut | 000172494400012 | |
Appears in Collections: | Staff Publications |
Show simple item record
Files in This Item:
There are no files associated with this item.
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.