Artemisinin-dipeptidyl vinyl sulfone hybrid molecules: Design, synthesis and preliminary SAR for antiplasmodial activity and falcipain-2 inhibition

Rita Capela; Rudi Oliveira; Lídia M. Gonçalves; Ana Domingos; Jiri Gut; Philip J. Rosenthal; Francisca Lopes; Rui Moreira

doi:10.1016/j.bmcl.2009.04.100

Artemisinin-dipeptidyl vinyl sulfone hybrid molecules: Design, synthesis and preliminary SAR for antiplasmodial activity and falcipain-2 inhibition

Rita Capela, Rudi Oliveira, Lídia M. Gonçalves, Ana Domingos, Jiri Gut, Philip J. Rosenthal, Francisca Lopes, Rui Moreira

Instituto de Higiene e Medicina Tropical (IHMT)

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

54 Citations (Scopus)

Abstract

A series of artemisinin-vinyl sulfone hybrid molecules with the potential to act in the parasite food vacuole via endoperoxide activation and falcipain inhibition was synthesized and screened for antiplasmodial activity and falcipain-2 inhibition. All conjugates were active against the Plasmodium falciparum W2 strain in the low nanomolar range and those containing the Leu-hPhe core inhibited falcipain-2 in low micromolar range.

Original language	English
Pages (from-to)	3229-3232
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	12
DOIs	https://doi.org/10.1016/j.bmcl.2009.04.100
Publication status	Published - 15 Jun 2009

Keywords

Antimalarial
Artemisinin
FP-2
Vinylsulfone

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bmcl.2009.04.100

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Capela, R., Oliveira, R., Gonçalves, L. M., Domingos, A., Gut, J., Rosenthal, P. J., Lopes, F., & Moreira, R. (2009). Artemisinin-dipeptidyl vinyl sulfone hybrid molecules: Design, synthesis and preliminary SAR for antiplasmodial activity and falcipain-2 inhibition. Bioorganic and Medicinal Chemistry Letters, 19(12), 3229-3232. https://doi.org/10.1016/j.bmcl.2009.04.100

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abstract = "A series of artemisinin-vinyl sulfone hybrid molecules with the potential to act in the parasite food vacuole via endoperoxide activation and falcipain inhibition was synthesized and screened for antiplasmodial activity and falcipain-2 inhibition. All conjugates were active against the Plasmodium falciparum W2 strain in the low nanomolar range and those containing the Leu-hPhe core inhibited falcipain-2 in low micromolar range.",

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author = "Rita Capela and Rudi Oliveira and Gon{\c c}alves, {L{\'i}dia M.} and Ana Domingos and Jiri Gut and Rosenthal, {Philip J.} and Francisca Lopes and Rui Moreira",

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Capela, R, Oliveira, R, Gonçalves, LM, Domingos, A, Gut, J, Rosenthal, PJ, Lopes, F & Moreira, R 2009, 'Artemisinin-dipeptidyl vinyl sulfone hybrid molecules: Design, synthesis and preliminary SAR for antiplasmodial activity and falcipain-2 inhibition', Bioorganic and Medicinal Chemistry Letters, vol. 19, no. 12, pp. 3229-3232. https://doi.org/10.1016/j.bmcl.2009.04.100

TY - JOUR

T1 - Artemisinin-dipeptidyl vinyl sulfone hybrid molecules

T2 - Design, synthesis and preliminary SAR for antiplasmodial activity and falcipain-2 inhibition

AU - Capela, Rita

AU - Oliveira, Rudi

AU - Gonçalves, Lídia M.

AU - Domingos, Ana

AU - Gut, Jiri

AU - Rosenthal, Philip J.

AU - Lopes, Francisca

AU - Moreira, Rui

PY - 2009/6/15

Y1 - 2009/6/15

N2 - A series of artemisinin-vinyl sulfone hybrid molecules with the potential to act in the parasite food vacuole via endoperoxide activation and falcipain inhibition was synthesized and screened for antiplasmodial activity and falcipain-2 inhibition. All conjugates were active against the Plasmodium falciparum W2 strain in the low nanomolar range and those containing the Leu-hPhe core inhibited falcipain-2 in low micromolar range.

AB - A series of artemisinin-vinyl sulfone hybrid molecules with the potential to act in the parasite food vacuole via endoperoxide activation and falcipain inhibition was synthesized and screened for antiplasmodial activity and falcipain-2 inhibition. All conjugates were active against the Plasmodium falciparum W2 strain in the low nanomolar range and those containing the Leu-hPhe core inhibited falcipain-2 in low micromolar range.

KW - Antimalarial

KW - Artemisinin

KW - FP-2

KW - Vinylsulfone

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AN - SCOPUS:65749094248

SN - 0960-894X

VL - 19

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 12

ER -

Artemisinin-dipeptidyl vinyl sulfone hybrid molecules: Design, synthesis and preliminary SAR for antiplasmodial activity and falcipain-2 inhibition

Abstract

Keywords

UN SDGs

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