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Iranian Journal of Pharmaceutical Research
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Jarrahpour, A., Rostami, M., Sinou, V., Latour, C., Djouhri-Boukta, L., Brunel, J. (2017). Diastereoselective synthesis of potent antimalarial cis-β-lactam agents. Iranian Journal of Pharmaceutical Research, (), -.
Aliasghar Jarrahpour; Maryam Rostami; Véronique Sinou; Christine Latour; Lamia Djouhri-Boukta; Jean Michel Brunel. "Diastereoselective synthesis of potent antimalarial cis-β-lactam agents". Iranian Journal of Pharmaceutical Research, , , 2017, -.
Jarrahpour, A., Rostami, M., Sinou, V., Latour, C., Djouhri-Boukta, L., Brunel, J. (2017). 'Diastereoselective synthesis of potent antimalarial cis-β-lactam agents', Iranian Journal of Pharmaceutical Research, (), pp. -.
Jarrahpour, A., Rostami, M., Sinou, V., Latour, C., Djouhri-Boukta, L., Brunel, J. Diastereoselective synthesis of potent antimalarial cis-β-lactam agents. Iranian Journal of Pharmaceutical Research, 2017; (): -.

Diastereoselective synthesis of potent antimalarial cis-β-lactam agents

Articles in Press, Accepted Manuscript , Available Online from 07 May 2017  XML PDF (394 K)
Document Type: Research article
Authors
Aliasghar Jarrahpour 1; Maryam Rostami1; Véronique Sinou2; Christine Latour3; Lamia Djouhri-Boukta4; Jean Michel Brunel5
1Shiraz University
2Aix-Marseille Université
3Aix-Marseille Université,
4Faculté de pharmacie Aix-Marseille Université
5Faculté de pharmacie, Aix-Marseille Université
Abstract
Fifteen novel β-lactams bearing the N-ethyl tert-butyl carbamate group 5a-o and fifteen N-(2-aminoethyl) β-lactams 6a-o were synthesized by the ketene-imine [2+2] cycloaddition reaction (Staudinger ). The cycloaddition reaction was found to be totally diastereoselective leading exclusively to the formation of the cis-β-lactam derivatives. These newly synthesized β-lactams were evaluated for their antimalarial activity against p. falciparum K14 resistant strain and showed good to excellent EC50 values. Of the thirty β-lactams tested, 5h, 6a and 6c showed IC50 < 20 µM while 5b, 5c, 5e, 5f, 5g, 5i, 5j, 6d, 6g and 6h exhibited IC50
Keywords
β-lactam; tert-butyl carbamate; P. falciparum; Staudinger; antimalarial activity
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