Mechanism-based design of parasite-targeted artemisinin derivatives: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin

Paul M. O'Neill; Laurence P. Bishop; Richard C. Storr; Shaun R. Hawley; James L. Maggs; Steve Ward; B. Kevin Park

doi:10.1021/jm9604944

Mechanism-based design of parasite-targeted artemisinin derivatives: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin

Paul M. O'Neill
, Laurence P. Bishop
, Richard C. Storr
, Shaun R. Hawley
, James L. Maggs
, Steve Ward
, B. Kevin Park

University of Liverpool

Research output: Contribution to journal › Article › peer-review

37 Citations (Scopus)

Abstract

Several artemisinin derivatives linked to benzylamino and alkylamino groups were synthesized in order to enhance accumulation within the malaria parasite. The in vitro antimalarial activity was assessed against the chloroquine sensitive HB3 strain and the chloroquine resistant K1 strain of Plasmodium falciparum. In general the incorporation of amino functionality enhances the activity relative to artemisinin. The most potent analogue in the series was compound 6 which was severalfold more active than artemisinin against both strains of P. falciparum used in the study.

Original language	English
Pages (from-to)	4511-4514
Number of pages	4
Journal	Journal of Medicinal Chemistry
Volume	39
Issue number	22
DOIs	https://doi.org/10.1021/jm9604944
Publication status	Published - 23 Oct 1996
Externally published	Yes

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SDG 3 Good Health and Well-being

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O'Neill, P. M., Bishop, L. P., Storr, R. C., Hawley, S. R., Maggs, J. L., Ward, S., & Park, B. K. (1996). Mechanism-based design of parasite-targeted artemisinin derivatives: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin. Journal of Medicinal Chemistry, 39(22), 4511-4514. https://doi.org/10.1021/jm9604944

O'Neill, Paul M. ; Bishop, Laurence P. ; Storr, Richard C. et al. / Mechanism-based design of parasite-targeted artemisinin derivatives: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin. In: Journal of Medicinal Chemistry. 1996 ; Vol. 39, No. 22. pp. 4511-4514.

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title = "Mechanism-based design of parasite-targeted artemisinin derivatives: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin",

abstract = "Several artemisinin derivatives linked to benzylamino and alkylamino groups were synthesized in order to enhance accumulation within the malaria parasite. The in vitro antimalarial activity was assessed against the chloroquine sensitive HB3 strain and the chloroquine resistant K1 strain of Plasmodium falciparum. In general the incorporation of amino functionality enhances the activity relative to artemisinin. The most potent analogue in the series was compound 6 which was severalfold more active than artemisinin against both strains of P. falciparum used in the study.",

author = "O'Neill, \{Paul M.\} and Bishop, \{Laurence P.\} and Storr, \{Richard C.\} and Hawley, \{Shaun R.\} and Maggs, \{James L.\} and Steve Ward and Park, \{B. Kevin\}",

year = "1996",

month = oct,

day = "23",

doi = "10.1021/jm9604944",

language = "English",

volume = "39",

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journal = "Journal of Medicinal Chemistry",

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O'Neill, PM, Bishop, LP, Storr, RC, Hawley, SR, Maggs, JL, Ward, S & Park, BK 1996, 'Mechanism-based design of parasite-targeted artemisinin derivatives: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin', Journal of Medicinal Chemistry, vol. 39, no. 22, pp. 4511-4514. https://doi.org/10.1021/jm9604944

Mechanism-based design of parasite-targeted artemisinin derivatives: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin. / O'Neill, Paul M.; Bishop, Laurence P.; Storr, Richard C. et al.
In: Journal of Medicinal Chemistry, Vol. 39, No. 22, 23.10.1996, p. 4511-4514.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Mechanism-based design of parasite-targeted artemisinin derivatives: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin

AU - O'Neill, Paul M.

AU - Bishop, Laurence P.

AU - Storr, Richard C.

AU - Hawley, Shaun R.

AU - Maggs, James L.

AU - Ward, Steve

AU - Park, B. Kevin

PY - 1996/10/23

Y1 - 1996/10/23

N2 - Several artemisinin derivatives linked to benzylamino and alkylamino groups were synthesized in order to enhance accumulation within the malaria parasite. The in vitro antimalarial activity was assessed against the chloroquine sensitive HB3 strain and the chloroquine resistant K1 strain of Plasmodium falciparum. In general the incorporation of amino functionality enhances the activity relative to artemisinin. The most potent analogue in the series was compound 6 which was severalfold more active than artemisinin against both strains of P. falciparum used in the study.

AB - Several artemisinin derivatives linked to benzylamino and alkylamino groups were synthesized in order to enhance accumulation within the malaria parasite. The in vitro antimalarial activity was assessed against the chloroquine sensitive HB3 strain and the chloroquine resistant K1 strain of Plasmodium falciparum. In general the incorporation of amino functionality enhances the activity relative to artemisinin. The most potent analogue in the series was compound 6 which was severalfold more active than artemisinin against both strains of P. falciparum used in the study.

U2 - 10.1021/jm9604944

DO - 10.1021/jm9604944

M3 - Article

SN - 0022-2623

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JF - Journal of Medicinal Chemistry

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ER -

O'Neill PM, Bishop LP, Storr RC, Hawley SR, Maggs JL, Ward S et al. Mechanism-based design of parasite-targeted artemisinin derivatives: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin: Synthesis and antimalarial activity of benzylamino and alkylamino ether analogues of artemisinin. Journal of Medicinal Chemistry. 1996 Oct 23;39(22):4511-4514. doi: 10.1021/jm9604944