Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions

Malaria remains a global health problem, and though international efforts for treatment and eradication have made some headway, the emergence of drug-resistant parasites threatens this progress. Antimalarial therapeutics acting via novel mechanisms are urgently required. P. falciparum M1 and M17 are...

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Main Authors: Drinkwater, Nyssa, Vinh, Natalie B., Mistry, Shailesh N., Bamert, Rebecca S., Ruggeri, Chiara, Holleran, John P., Loganathan, Sasdekumar, Paiardini, Alessandro, Charman, Susan A., Powell, Andrew K., Avery, Vicky M., McGowan, Sheena, Scammells, Peter J.
Format: Article
Published: Elsevier 2016
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Online Access:https://eprints.nottingham.ac.uk/31241/
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author Drinkwater, Nyssa
Vinh, Natalie B.
Mistry, Shailesh N.
Bamert, Rebecca S.
Ruggeri, Chiara
Holleran, John P.
Loganathan, Sasdekumar
Paiardini, Alessandro
Charman, Susan A.
Powell, Andrew K.
Avery, Vicky M.
McGowan, Sheena
Scammells, Peter J.
author_facet Drinkwater, Nyssa
Vinh, Natalie B.
Mistry, Shailesh N.
Bamert, Rebecca S.
Ruggeri, Chiara
Holleran, John P.
Loganathan, Sasdekumar
Paiardini, Alessandro
Charman, Susan A.
Powell, Andrew K.
Avery, Vicky M.
McGowan, Sheena
Scammells, Peter J.
author_sort Drinkwater, Nyssa
building Nottingham Research Data Repository
collection Online Access
description Malaria remains a global health problem, and though international efforts for treatment and eradication have made some headway, the emergence of drug-resistant parasites threatens this progress. Antimalarial therapeutics acting via novel mechanisms are urgently required. P. falciparum M1 and M17 are neutral aminopeptidases which are essential for parasite growth and development. Previous work in our group has identified inhibitors capable of dual inhibition of PfA-M1 and PfA-M17, and revealed further regions within the protease S1 pockets that could be exploited in the development of ligands with improved inhibitory activity. Herein, we report the structure-based design and synthesis of novel hydroxamic acid analogues that are capable of potent inhibition of both PfA-M1 and PfA-M17. Furthermore, the developed compounds potently inhibit Pf growth in culture, including the multi-drug resistant strain Dd2. The ongoing development of dual PfA-M1/PfA-M17 inhibitors continues to be an attractive strategy for the design of novel antimalarial therapeutics.
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publishDate 2016
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spelling nottingham-312412020-05-04T17:32:13Z https://eprints.nottingham.ac.uk/31241/ Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions Drinkwater, Nyssa Vinh, Natalie B. Mistry, Shailesh N. Bamert, Rebecca S. Ruggeri, Chiara Holleran, John P. Loganathan, Sasdekumar Paiardini, Alessandro Charman, Susan A. Powell, Andrew K. Avery, Vicky M. McGowan, Sheena Scammells, Peter J. Malaria remains a global health problem, and though international efforts for treatment and eradication have made some headway, the emergence of drug-resistant parasites threatens this progress. Antimalarial therapeutics acting via novel mechanisms are urgently required. P. falciparum M1 and M17 are neutral aminopeptidases which are essential for parasite growth and development. Previous work in our group has identified inhibitors capable of dual inhibition of PfA-M1 and PfA-M17, and revealed further regions within the protease S1 pockets that could be exploited in the development of ligands with improved inhibitory activity. Herein, we report the structure-based design and synthesis of novel hydroxamic acid analogues that are capable of potent inhibition of both PfA-M1 and PfA-M17. Furthermore, the developed compounds potently inhibit Pf growth in culture, including the multi-drug resistant strain Dd2. The ongoing development of dual PfA-M1/PfA-M17 inhibitors continues to be an attractive strategy for the design of novel antimalarial therapeutics. Elsevier 2016-01-13 Article PeerReviewed Drinkwater, Nyssa, Vinh, Natalie B., Mistry, Shailesh N., Bamert, Rebecca S., Ruggeri, Chiara, Holleran, John P., Loganathan, Sasdekumar, Paiardini, Alessandro, Charman, Susan A., Powell, Andrew K., Avery, Vicky M., McGowan, Sheena and Scammells, Peter J. (2016) Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions. European Journal of Medicinal Chemistry . ISSN 0223-5234 (In Press) P. falciparum Malaria Aminopeptidase inhibitors hydroxamic acid zinc-binding group http://www.sciencedirect.com/science/article/pii/S0223523416300150 doi:10.1016/j.ejmech.2016.01.015 doi:10.1016/j.ejmech.2016.01.015
spellingShingle P. falciparum
Malaria
Aminopeptidase inhibitors
hydroxamic acid
zinc-binding group
Drinkwater, Nyssa
Vinh, Natalie B.
Mistry, Shailesh N.
Bamert, Rebecca S.
Ruggeri, Chiara
Holleran, John P.
Loganathan, Sasdekumar
Paiardini, Alessandro
Charman, Susan A.
Powell, Andrew K.
Avery, Vicky M.
McGowan, Sheena
Scammells, Peter J.
Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions
title Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions
title_full Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions
title_fullStr Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions
title_full_unstemmed Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions
title_short Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions
title_sort potent dual inhibitors of plasmodium falciparum m1 and m17 aminopeptidases through optimization of s1 pocket interactions
topic P. falciparum
Malaria
Aminopeptidase inhibitors
hydroxamic acid
zinc-binding group
url https://eprints.nottingham.ac.uk/31241/
https://eprints.nottingham.ac.uk/31241/
https://eprints.nottingham.ac.uk/31241/