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Synthesis, biological screening, POM, and 3D-QSAR analyses of some novel pyrazolic compounds

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Abstract

A series of new pyrazolic heterocyclic compounds were prepared in good and excellent yields and characterized by proton and carbon nuclear magnetic resonance, infrared, and mass spectroscopy studies. These products were screened in vitro against three bacterial pathogens, namely Bacillus subtilis, Micrococcus luteus, and Escherichia coli and antifungal potential, against Fusarium oxysporum f.sp.albedinis. A considerable and excellent activity was recorded with respect to the two studied microorganisms. A good correlation was obtained between the experimental results and the theoretical predictions of bioavailability using Petra/Osiris/Molinspiration suite (Petra/Osiris/Molinspiration containing Lipinski’s rule-of-five). The quantitative structure activity relationship approach has been analyzed to support the Petra/Osiris/Molinspiration results and composite indexes of some quantum chemical parameters were constructed in order to characterize the inhibition performance of the tested molecules.

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Acknowledgements

The authors want to thank professor Olivier Riant from UNIVERSITE CATHOLIQUE DE LOUVAIN, Institut de la Matière Condensée et des Nanosciences (IMCN), Pôle Molécules, Solides et Réactivité (MOST), the CUD of Belgium and the CNRST of Morocco for its generous support.

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Authors and Affiliations

  1. Laboratory of Applied Chemistry and Environment: LCAE; Faculty of Sciences, University of Mohammed First, B.P. 4808, 60 000, Oujda, Morocco

    F. Abrigach, Y. Karzazi, M. Khoutoul, N. Benchat & R. Touzani

  2. National School of Engineering and Applied Sciences (ENSA), University of Mohammed Premier, B.P. 3, 32003 Sidi Bouafif, Al Hoceima, Morocco

    Y. Karzazi

  3. Laboratory of Biochemistry, Department of Biology, Faculty of Sciences, University of Mohammed First, BP524, 60 000, Oujda, Morocco

    R. Benabbes, M. El Youbi, M. Bouakka & E. Saalaoui

  4. MMA, National School of Engineering and Applied Sciences (ENSA), University of Mohammed First, B.P. 3, 32 003 Sidi Bouafif, Al Hoceima, Morocco

    N. Taibi

  5. Pharmacy Karzazi, Rue M4 N°12 Route. Aaouaja, 60 0000, Oujda, Morocco

    N. Karzazi

  6. Faculté Pluridisciplinaire de Nador, BP:300, Selouane 62 700, Nador, Morocco

    R. Touzani

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  1. F. Abrigach
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  8. N. Benchat
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Correspondence to F. Abrigach or R. Touzani.

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Abrigach, F., Karzazi, Y., Benabbes, R. et al. Synthesis, biological screening, POM, and 3D-QSAR analyses of some novel pyrazolic compounds. Med Chem Res 26, 1784–1795 (2017). https://doi.org/10.1007/s00044-017-1888-8

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  • DOI: https://doi.org/10.1007/s00044-017-1888-8

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