Synthesis, antibacterial properties and bioinformatics computational analyses of novel 8-hydroxyquinoline derivatives

Mohamed Rbaa; Siham Jabli; Younes Lakhrissi; Mohamed Ouhssine; Faisal Almalki; Taibi Ben Hadda; Saida Messgo-Moumene; Abbelkader Zarrouk; Brahim Lakhrissi

Heliyon (Oct 2019)

Synthesis, antibacterial properties and bioinformatics computational analyses of novel 8-hydroxyquinoline derivatives

Mohamed Rbaa,
Siham Jabli,
Younes Lakhrissi,
Mohamed Ouhssine,
Faisal Almalki,
Taibi Ben Hadda,
Saida Messgo-Moumene,
Abbelkader Zarrouk,
Brahim Lakhrissi

Affiliations

Mohamed Rbaa: Laboratory of Agro-resources, Polymers and Process Engineering, Department of Chemistry, Faculty of Sciences, Ibn Tofaïl University, PO Box 133, 14000, Kenitra, Morocco
Siham Jabli: Laboratory of Agro Physiology, Biotechnology, Environment and Quality, Department of Biology, Faculty of Sciences, Ibn Tofail University, PO Box 133, 14000, Kenitra, Morocco
Younes Lakhrissi: Laboratory of Agro-resources, Polymers and Process Engineering, Department of Chemistry, Faculty of Sciences, Ibn Tofaïl University, PO Box 133, 14000, Kenitra, Morocco
Mohamed Ouhssine: Laboratory of Agro Physiology, Biotechnology, Environment and Quality, Department of Biology, Faculty of Sciences, Ibn Tofail University, PO Box 133, 14000, Kenitra, Morocco
Faisal Almalki: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Umm Al-Qura University, Makkah Almukkarramah, Saudi Arabia
Taibi Ben Hadda: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Umm Al-Qura University, Makkah Almukkarramah, Saudi Arabia; Corresponding author.
Saida Messgo-Moumene: Laboratory for Research on Medicinal and Aromatic Plants, Science and Life Faculty, University of Blida 1, PO Box 270, Soumaa Road, 09100, Blida, Algeria
Abbelkader Zarrouk: Laboratory of Materials, Nanotechnology and Environment, Faculty of Sciences, Mohammed V University, Ibn Battouta Avenue, PO Box 1014, Agdal, Rabat, Morocco
Brahim Lakhrissi: Laboratory of Agro-resources, Polymers and Process Engineering, Department of Chemistry, Faculty of Sciences, Ibn Tofaïl University, PO Box 133, 14000, Kenitra, Morocco; Corresponding author.

Journal volume & issue: Vol. 5, no. 10
p. e02689

Abstract

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New heterocyclic derivatives of 8-hydroxyquinoline were prepared and screened as antimicrobial agents. Chemical structures were elucidated and confirmed using different spectroscopic methods such as elemental analysis data, Infrared, Nuclear Magnetic Resonance Spectroscopy. In order to explore their potential biological activity, the “in vitro” antibacterial activity was investigated against [E. coli (ATCC35218), S. aureus (ATCC29213), V. parahaemolyticus (ATCC17802), and P. aeruginosa (ATCC27853)]. The studied compounds exhibited a remarkable antibacterial activity superior to the standard antibiotic (Penicillin G). These new heterocyclic derivatives of 8-hydroxyquinoline, which proved to be potentially effective, can be used as alternative chemical antimicrobial agents applications. It was very interesting to observe that POM (Petra/Osiris/Molinspiration) bioinformatic analyses of the 8-hydroxyquinoline derivative (5) exhibited more important antibacterial activity (MIC = 10−6 mg/mL against V.p and S.a bacteria) and good drug score (DS = 0.71) when compared with Penicillin (DS = 0.33; MIC = 10−3 mg/mL).

Published in Heliyon

ISSN: 2405-8440 (Online)
Publisher: Elsevier
Country of publisher: United Kingdom
LCC subjects: Science: Science (General); Social Sciences: Social sciences (General)
Website: https://www.cell.com/heliyon/home

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