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4 protocols using 5 chloro 8 hydroxyquinoline

1

Antimicrobial Evaluation of 8HQ Derivatives

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Tested compounds (i.e. 8HQ and derivatives) and antibiotics are comercially available. 8-Hydroxyquinoline (8HQ, 1); 5-chloro-8-Hydroxyquinoline (5-Cl-8HQ or cloxyquin, 2); 5-nitro-8-Hydroxyquinoline (5-NO2-8HQ or nitroxoline, 3); 7-bromo-8-Hydroxyquinoline (7-Br-8HQ, 4); 5,7-diiodo-8-Hydroxyquinoline (5,7-diI-8HQ or iodoquinol, 5) and 5-chloro-7-iodo-8-hydroxy- quinoline (5-Cl-7-I-8HQ or clioquinol, 6) were obtained from Sigma-Aldrich. 5,7-Dichloro-8-Hydroxyquinoline (5,7-diCl-8HQ, 7) was purchased from Acros Organics. Spectinomycin was supplied with Bio Basic Inc. Chemical structures of the tested compounds are shown in Figure 1(Fig. 1).
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2

Cytotoxic Metal Complexes: Synthesis and Evaluation

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All solvents were of analytical grade and used without further purification (except the solutions used for the DNA cleavage assay, vide infra). [RhCp*(μ-Cl)Cl]2, [Ru(η6-p-cymene)(μ-Cl)Cl]2, 5-chloro-8-hydroxyquinoline, D-proline, D-homoproline, aqueous formaldehyde (30% (v/v)), pic, phen, KNO3, HNO3, KOH, n-octanol, CD3OD, D2O, doxorubicin, EB, HSA (A8763, essentially globulin free), ct-DNA, DG, 4,4-dimethyl-4-silapentane-1-sulfonic acid (DSS) were Sigma-Aldrich (St. Louis, MO, USA) products and were used without further purification. FHA was purchased from GenScript (Piscataway, NJ, USA). NaH2PO4, Na2HPO4, KH2PO4, KCl, NaCl, diethyl-ether, n-hexane, ethanol, ethyl acetate and methanol were purchased from Molar Chemicals (Halásztelek, Hungary) or Reanal (Budapest, Hungary). [RuCym(HQCl-L-Pro)Cl]Cl and [RhCp*(HQCl-L-Pro)Cl]Cl were used in some cases due to comparative reasons, and their preparation and characterization were reported in our previous work [25 (link)].
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3

Polymer-Based Antimicrobial Formulation

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Poly(L-lactide) (PLA; Ingeo™ Biopolymer 4032D, NatureWorks LLC—USA, Minnetonka, MN, USA; MW = 259,000 g/mol; MW/Mn = 1.94; as determined by size-exclusion chromatography using polystyrene standards), 5-nitro-8-hydroxyquinoline (Pharmachim, Sofia, Bulgaria), and 5-chloro-8-hydroxyquinoline (Sigma-Aldrich, St. Louis, MO, USA) were used. Dichloromethane (DCM; Merck, Darmstadt, Germany) and ethanol (abs. EtOH; Merck, Darmstadt, Germany) were of an analytical grade of purity.
Potato dextrose agar medium was obtained from Merck, Darmstadt, Germany. The disposable consumables were purchased from Orange Scientific, Braine-l’Alleud, Belgium.
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4

Synthesis and Characterization of Gallium Complexes

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Gallium
nitrate, 8-hydroxyquinoline (L-1), 2-methyl-8-hydroxyquinoline
(L-2), 5-chloro-8-hydroxyquinoline (L-3),
and 5-bromo-8-hydroxyquinoline (L-4) were purchased from
Sigma-Aldrich, and all reagents were not further purified. Fluorescence
spectroscopy and lifetime analysis of CP-14 were performed on a Horiba Jobin Yvon Fluorolog-3. Fluorescence
quantum yield was performed on a Edinburgh FLS1000 fluorescence spectrophotometer.
The FT-IR absorption spectra for CP-1 and CP-2 were collected from
KBr pellets using a Thermo Scientific FTIR-Nicolet iS10 spectrometer
in the range 4000–400 cm–1. The UV–visible
spectra of CP-1–4 and L-1–4 were obtained using a UV-240 IPC spectrophotometer. High-resolution
mass spectrometry (HRMS) measurements of CP-14 were acquired by an LTQOrbitrapXL. 1H NMR spectra
(Avance500, Bruker, Germany) were used to analyze the molecular structures
of CP-14.
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