Original scientific paper

https://doi.org/10.5562/cca3637

Synthesis, Microbiological Activity and In Silico Investigation for Some Synthesized Coumarin Derivatives

Selma Špirtović-Halilović orcid.org/0000-0001-8845-969X ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and Herzegovina
Elma Veljović ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and Herzegovina
Mirsada Salihović ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and Herzegovina
Amar Osmanović ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and Herzegovina
Aida Šapčanin ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and Herzegovina
Dženita Softić ; The Agency for Medicinal Products and Medical Devices of Bosnia and Herzegovina, Control Laboratory, Maršala Tita 9, 71000 Sarajevo, Bosnia and Herzegovina
Sunčica Roca ; NMR Centre, Ruđer Bošković Institute, Bijenička cesta 54, 10000 Zagreb, Croatia
Snežana Trifunović ; University of Belgrade, Faculty of Chemistry, Studentski trg 12-16, 11158 Belgrade, Serbia
Nihada Škrijelj ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and Herzegovina
Selma Škrbo ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and Herzegovina
Aida Selmanagić ; University of Sarajevo, Faculty of Dentistry, Bolnička 4, 71000 Sarajevo, Bosnia and Herzegovina
Davorka Završnik ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and Herzegovina

Abstract

Four 4-hydroxycoumarin derivatives were synthesized and the structure was confirmed by NMR spectroscopy and Mass spectrometry. Tested compounds have shown significant antimicrobial activity against Bacillus subtilis subsp. spizizenii, Bacillus cereus, Staphylococcus aureus, and Staphylococcus epidermidis, and the effect of more halogens on the benzene nucleus, as well as the combination of halogen and alkyl groups, on the antimicrobial activity, was investigated.
According to the docking study, these compounds can operate simultaneously on two enzymes, amylase and gyrase (1BAG and 1KZN), which are known to play an important role in bacterial life. Obtained docking study parameters for tested compounds showed an association with the in vitro results of the antimicrobial activity of these compounds. In silico tests of molecular properties of the tested compounds showed that the compounds met Lipinski's rule of five. In this paper, the ADME parameters of tested compounds were also calculated: Caco2 (in vitro Caco2 cell permeability), HIA (human intestinal absorption), MDCK (in vitro Mandin Darby Canine Kidney (MDCK) cell permeability), TPSA (topological polar surface area), etc.

This work is licensed under a Creative Commons Attribution 4.0 International License.

Keywords

coumarins; docking; antibacterial activity; ADME

Hrčak ID:

241201

URI

https://hrcak.srce.hr/241201

Publication date:

24.4.2020.

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