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Synthesis and biological evaluation of some novel diastereoselective benzothiazole beta-lactam conjugates

Maryam Alborz Aliasghar Jarrahpour Roya Pournejati Hamid Reza Karbalaei-Heidari Veronique Sinou 1 Christine Latour 1 Jean Michel Brunel 2, 3 Hashem Sharghi Mandi Aberi Edward Turos Lukasz Wojtas
1 IP-TPT - Infections Parasitaires : Transmission, Physiopathologie et Thérapeutiques
2 MCT - Membranes et cibles thérapeutiques
3 CRCM - Centre de Recherche en Cancérologie de Marseille
Abstract : Highly diastereoselective synthesis of some novel benzothiazole-substituted beta-lactam hybrids was achieved starting from (benzo[d]thiazol-2-yl)phenol as an available precursor. This is the first time (benzo[d]thiazol-2-yl)phenoxyacetic acid has been used as ketene source in synthesizing monocyclic 2-azetidinones. These compounds were evaluated for their antimicrobial activities against a large panel of Gram-positive and Gram-negative bacterial strains and moderate activities were encountered. Antimalarial data revealed that adding methoxyphenyl or ethoxyphenyl group on the beta-lactam ring makes compounds that are more potent. Moreover, hemolytic activity and mammalian cell toxicity survey of the compounds showed their potential as a medicine. (C) 2017 Elsevier Masson SAS. All rights reserved.
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https://hal-amu.archives-ouvertes.fr/hal-02143539
Contributor : Ghislain Bidaut <>
Submitted on : Wednesday, May 29, 2019 - 2:46:37 PM
Last modification on : Wednesday, August 19, 2020 - 12:08:17 PM

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Maryam Alborz, Aliasghar Jarrahpour, Roya Pournejati, Hamid Reza Karbalaei-Heidari, Veronique Sinou, et al.. Synthesis and biological evaluation of some novel diastereoselective benzothiazole beta-lactam conjugates. European Journal of Medicinal Chemistry, Elsevier, 2018, 143, pp.283-291. ⟨10.1016/j.ejmech.2017.11.053⟩. ⟨hal-02143539⟩

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