Synthesis and antimicrobial/antimalarial activities of novel naphthalimido trans-β-lactam derivatives

Rad, Javad Ameri; Jarrahpour, Aliasghar; Latour, Christine; Sinou, Véronique; Brunel, Jean Michel; Zgou, H.; Mabkhot, Yahia N.; Hadda, Taïbi Ben; Turos, Edward

doi:10.1007/s00044-017-1920-z

Cited by 26 publications

(10 citation statements)

References 48 publications

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“…POM physicochemical analysis or ADME/T is important to qualify drugs and their efficacy as leading candidates against various biotargets, as like antibacterial (Grib et al, 2020;Hatzade et al, 2015;Jamalis et al, 2020;Jarrahpour et al,2019;Mabkhot et al, 2015Mabkhot et al, , 2016Messali et al, 2014Messali et al, , 2015Nasruddin et al, 2018;Rad et al, 2017;Rbaa et al, 2019;Sajid et al, 2016;Tatar et al, 2016), antifungal (Al-Maqtari et al, 2017Khan et al, 2017;Rachedi et al, 2020;Radi et al, 2015;Tighadouni et al, 2016;Titi et al, 2019), antiviral (Chander et al, 2017;Lahsasni et al, 2015), antitumoral (Bechlem et al, 2020;Kamal et al, 2019;Piaz et al, 2018;Rachedi et al, 2019Rachedi et al, , 2020Youssoufi et al, 2015), antiparasitic drugs and various enzymes inhibitors (Amirkhanov et al, 2019;Ben Hadda et al, 2018Mabkhot et al, 2014;Rauf et al, 2017). The POM physicochemical calculations included a partition coefficient (cLogP), aqueous solubility, donor hydrogen bond, and drug-likeness, evaluated in terms of Lipinski's ruleof-five.…”

Section: Pom Analyses and Identification Of Pharmacophore Sitesmentioning

confidence: 99%

How to face COVID-19: proposed treatments based on remdesivir and hydroxychloroquine in the presence of zinc sulfate. Docking/DFT/POM structural analysis

Hadda

Berredjem

Almalki

et al. 2021

Journal of Biomolecular Structure and Dynamics

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Remdesivir and hydroxychloroquine derivatives form two important classes of heterocyclic compounds. They are known for their anti-malarial biological activity. This research aims to analyze the physicochemical properties of remdesivir and hydroxychloroquine compounds by the computational approach. DFT, docking, and POM analyses also identify antiviral pharmacophore sites of both compounds. The antiviral activity of hydroxychloroquine compound's in the presence of zinc sulfate and azithromycin is evaluated through its capacity to coordinate transition metals (M = Cu, Ni, Zn, Co, Ru, Pt). The obtained bioinformatic results showed the potent antiviral/antibacterial activity of the prepared mixture (Hydroxychloroquine/Azithromycin/Zinc sulfate) for all the opportunistic Gram-positive, Gram-negative in the presence of coronavirus compared with the complexes Polypyridine-Ruthenium-di-aquo. The postulated zinc(II) complex of hydroxychloroquine derivatives are indeed an effective antibacterial and antiviral agent against coronavirus and should be extended to other pathogens. The combination of a pharmacophore site with a redox [Metal(OH 2 ) 2 ] moiety is of crucial role to fight against viruses and bacteria strains. Communicated by Ramaswamy H. Sarma

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Section: Pom Analyses and Identification Of Pharmacophore Sitesmentioning

confidence: 99%

How to face COVID-19: proposed treatments based on remdesivir and hydroxychloroquine in the presence of zinc sulfate. Docking/DFT/POM structural analysis

Hadda

Berredjem

Almalki

et al. 2021

Journal of Biomolecular Structure and Dynamics

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“…Lactams, especially β‐lactams, have been reported to possess considerable in vitro antiplasmodial activity against both drug‐sensitive and drug‐resistant P falciparum . Thus, the hybridization of quinoline with lactam may be a potential strategy to overcome drug‐resistant malaria.…”

Section: Quinoline Hybridized With Novel Antimalarial Pharmacophores mentioning

confidence: 99%

Hybrid molecules with potential in vitro antiplasmodial and in vivo antimalarial activity against drug‐resistant Plasmodium falciparum

Feng

Chang

et al. 2019

Medicinal Research Reviews

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Malaria is a tropical disease, leading to around half a million deaths annually. Antimalarials such as quinolines are crucial to fight against malaria, but malaria control is extremely challenged by the limited pipeline of effective pharmaceuticals against drug-resistant strains of Plasmodium falciparum which are resistant toward almost all currently accessible antimalarials. To tackle the growing resistance, new antimalarial drugs are needed urgently. Hybrid molecules which contain two or more pharmacophores have the potential to overcome the drug resistance, and hybridization of quinoline privileged antimalarial building block with other antimalarial pharmacophores may provide novel molecules with enhanced in vitro and in vivo activity against drug-resistant (including multidrug-resistant) P falciparum. In recent years, numerous of quinoline hybrids were developed, and their activities against a panel of drug-resistant P falciparum strains were screened. Some of quinoline hybrids were found to possess promising in vitro and in vivo potency. This review emphasized quinoline hybrid molecules with

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“…Many lactam-containing compounds possess useful biological activity, specifically with three-to seven-membered-ring lactams representing some of the most important. Examples of such activity are -lactamase inhibition, cholesterol absorption inhibition, 3a antimicrobial, 3b-d antifungal, 4 antimalarial, 5 anti-HIV, 6 anticancer, 7 anti-inflammatory, 8 antidepressant, 9 antiviral, 10 DPP-4 inhibition 11 and anticonvulsant. 12 Additionally, lactams are very important structural motifs present in several natural products such as the penicillins 1 (Figure 1), nocardicin A (7), monobactam (8), tabtoxin (9), pseurotin A (10), dysidin (11), sintokamides A-E (12), malingamide A (13), strychnine (14), adalinine (15), corydaidine (16), caprolactin A (17), isobenganamide E (18) and bengamide K (19) ( -Lactams constitute a major class of antibiotics and contribute to more than 50% of the global antibiotics market.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Lactams via Isocyanide-Based Multicomponent Reactions

Pharande¹

2020

Synthesis

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Lactams are very important heterocycles as a result of their presence in a wide range of bioactive molecules, natural products and drugs, and also due their utility as versatile synthetic intermediates. Due to these reasons, numerous efforts have focused on the development of effective and efficient methods for their synthesis. Compared to conventional two-component reactions, multicomponent reactions (MCRs), particularly isocyanide-based MCRs, are widely used for the synthesis of a range of small heterocycles including lactam analogues. Despite their numerous applications in almost every field of chemistry, as yet there is no dedicated review on isocyanide-based multicomponent reactions (IMCRs) concerning the synthesis of lactams. Therefore, this review presents strategies towards the synthesis of α-, β-, γ-, δ- and ε-lactams using IMCRs or IMCRs/post-transformation reactions reported in the literature between 2000 and 2020.1 Introduction2 Developments in Lactam Synthesis2.1 α-Lactams2.2 β-Lactams2.3 γ-Lactams2.3.1 General γ-Lactams2.3.2 Benzo-Fused γ-Lactams2.3.3 Spiro γ-Lactams2.3.4 α,β-Unsaturated γ-Lactams2.3.5 Polycyclic Fused γ-Lactams2.4 δ-Lactams2.5 ε-Lactams3 Conclusions

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Synthesis and antimicrobial/antimalarial activities of novel naphthalimido trans-β-lactam derivatives

Cited by 26 publications

References 48 publications

How to face COVID-19: proposed treatments based on remdesivir and hydroxychloroquine in the presence of zinc sulfate. Docking/DFT/POM structural analysis

How to face COVID-19: proposed treatments based on remdesivir and hydroxychloroquine in the presence of zinc sulfate. Docking/DFT/POM structural analysis

Hybrid molecules with potential in vitro antiplasmodial and in vivo antimalarial activity against drug‐resistant Plasmodium falciparum

Synthesis of Lactams via Isocyanide-Based Multicomponent Reactions

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