HAL will be down for maintenance from Friday, June 10 at 4pm through Monday, June 13 at 9am. More information
Skip to Main content Skip to Navigation
Journal articles

Diastereoselective Synthesis of Potent Antimalarial Cis-β-lactam Agents

Abstract : Fifteen novel β-lactams bearing N-ethyl tert-butyl carbamate group 5a-o and fifteen N-(2-aminoethyl) β-lactams 6a-o were synthesized by [2+2] ketene-imine cycloaddition reaction (Staudinger). The cycloaddition reaction was found to be totally diastereoselective leading exclusively to theformation of 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 EC 50 values. Of the thirty β-lactams tested, 5 h, 6a and 6c showed IC 50 < 20 µM while 5b, 5c, 5e, 5f, 5g, 5i, 5j, 6d, 6g and 6h exhibited IC 50 <50. Compounds 5c, 5h, and 5q-t were examined for their anticancer properties against K562 Leukemia cell line and 5s showed the best activity. Compounds 3a-j, 5a-o, 6a-o, were tested against S. aureus , E. coli, C. albicans and showed no activity below 125 µg/mL.
Complete list of metadata

Cited literature [19 references]  Display  Hide  Download

Contributor : Jean Michel Brunel Connect in order to contact the contributor
Submitted on : Wednesday, December 4, 2019 - 8:16:05 AM
Last modification on : Wednesday, November 3, 2021 - 4:41:00 AM
Long-term archiving on: : Thursday, March 5, 2020 - 12:40:56 PM


IJPR_Volume 18_Issue 2_Pages 5...
Files produced by the author(s)




Aliasghar Jarrahpour, Maryam Rostami, Véronique Sinou, Christine Latour, Lamia Djouhri-Bouktab, et al.. Diastereoselective Synthesis of Potent Antimalarial Cis-β-lactam Agents. Iranian Journal of Pharmaceutical Research, 2019, 18 (2), pp.596-606. ⟨10.22037/ijpr.2017.2024⟩. ⟨hal-02392424⟩



Record views


Files downloads