Biochemical characteristics of the 6-nitro regioisomer of nitroxoline and its 1,2,3,4-tetrahydroquinoline analogues

A significant amount of data about the different pharmacological activities of the established antimicrobial compound nitroxoline (8-hydroxy-5-nitroquinoline) is available in the scientific literature. On the other hand, its regioisomer 8-hydroxy-6-nitroquinoline was never characterised biochemicall...

Full description

Bibliographic Details
Published in:	Acta Pharmaceutica
Main Authors:	Mitrović Ana, Knez Damijan, Rambaher Martina Hrast, Kljun Jakob, Kos Janko, Gobec Stanislav, Sosič Izidor
Format:	Article
Language:	English
Published:	Sciendo 2025-06-01
Subjects:	8-hydroxyquinoline 1,2,3,4-tetrahydroquinoline regioisomer antibacterial activity cathepsin b methio nine aminopeptidase
Online Access:	https://doi.org/10.2478/acph-2025-0018

Similar Items

Synthesis and Crystal Structure of Two Nitro-Regioisomers of cis-4(4- Methoxyphenyl)-3-Methyl-2-Phenyl-1,2,3,4-Tetrahydroquinoline
by: Arnold R. Romero Bohórquez, et al.
Published: (2013-04-01)

Flavouring Group Evaluation 34: One tetrahydroquinoline derivative from chemical group 28 ‐ Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
by: European Food Safety Authority (EFSA)
Published: (2008-08-01)

Synthesis and Anticancer Activity of 3,4-Diaryl-1,2-dihydro- and 1,2,3,4-Tetrahydroquinolines
by: Santosh Rajput, et al.
Published: (2024-09-01)

Crystal structure of cis-1-(2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)azepan-2-one
by: P. S. Pradeep, et al.
Published: (2014-09-01)

[1,5]-Hydride Shift Triggered <i>N</i>-Dealkylative Cyclization into 2-Oxo-1,2,3,4-tetrahydroquinoline-3-carboxylates via Boronate Complexes
by: Elvira R. Zaitseva, et al.
Published: (2022-08-01)

Stereoselective Synthesis and Antiproliferative Activity of Steviol-Based Diterpene 1,3-Aminoalcohol Regioisomers
by: Dorottya Bai, et al.
Published: (2023-12-01)

Mechanochemical Aza-Vinylogous Povarov Reactions for the Synthesis of Highly Functionalized 1,2,3,4-Tetrahydroquinolines and 1,2,3,4-Tetrahydro-1,5-Naphthyridines
by: José Clerigué, et al.
Published: (2021-03-01)

Bovine Milk Triacylglycerol Regioisomer Ratio Shows Remarkable Inter-Breed and Inter-Cow Variation
by: Zhiqian Liu, et al.
Published: (2021-06-01)

Synthesis and Biological Evaluation of Some Tetrahydroquinoline Compounds Derived from 4- Aminobenzenesulfonamid
by: Mohammed A. Kadhim, et al.
Published: (2014-04-01)

Recent Syntheses of 1,2,3,4-Tetrahydroquinolines, 2,3-Dihydro-4(1H)-quinolinones and 4(1H)-Quinolinones using Domino Reactions
by: Baskar Nammalwar, et al.
Published: (2013-12-01)

(2<i>S*</i>,4<i>S*</i>)-4-[(<i>E</i>)-(2,2-Dimethylhydrazono)methyl]-6-methoxy-4-methyl-2-[(<i>E</i>)-styryl]-1,2,3,4-tetrahydroquinoline
by: José Clerigué, et al.
Published: (2021-06-01)

A mild catalyzed imino Diels-Alder reaction for the synthesis of N-(2-(o-tolyl)-1,2,3,4-tetrahydroquinoline-4-yl)formamide derivatives as regulators of Quorum Sensing in Pseudomonas aeruginosa
by: Leidy J. García Maza, et al.
Published: (2023-12-01)

6-Hydroxy-2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline Alleviates Oxidative Stress and NF-κB-Mediated Inflammation in Rats with Experimental Parkinson’s Disease
by: Evgenii D. Kryl’skii, et al.
Published: (2023-09-01)

Crystal structure and Hirshfeld surface analysis of 1-[6-bromo-2-(3-bromophenyl)-1,2,3,4-tetrahydroquinolin-4-yl]pyrrolidin-2-one
by: Anastasia A. Pronina, et al.
Published: (2024-09-01)

Methyl 8- and 5-Bromo-1,4-Benzodioxane-2-carboxylate: Unambiguous Identification of the Two Regioisomers
by: Edoardo Armano, et al.
Published: (2023-04-01)

Isolated Dipolar ONN Schiff Base Regioisomers: Synthesis, Characterization and Crystallographic Study
by: Pablo Castro-Tamay, et al.
Published: (2024-12-01)

Simple preparation of new N-(6-methyl-2-nitrophenyl-1,2,3,4- tetrahydroquinolin-4-yl) pyrrolidin-2-ones and their spectroscopic analysis
by: John H. Bermúdez, et al.
Published: (2011-08-01)

ANTIMICROBIAL ACTIVITY OF CERAMIC DISKS LOADED WITH SILVER IONS AND NITROXOLINE
by: Ancuta DANISTEAN, et al.
Published: (2016-09-01)

Biological Properties of New Chiral 2-Methyl-5,6,7,8-tetrahydroquinolin-8-amine-based Compounds
by: Giorgio Facchetti, et al.
Published: (2020-11-01)

Syntheses and crystal structure of 4-[(pyridin-3-yl)diazenyl]morpholine and 1-[(pyridin-3-yl)diazenyl]-1,2,3,4-tetrahydroquinoline
by: Seynabou Sokhna, et al.
Published: (2023-02-01)

Performance Evaluation of Centrifugal Refrigeration Compressor Using R1234yf and R1234ze(E) as Drop-In Replacements for R134a Refrigerant
by: Kexin Yi, et al.
Published: (2022-03-01)

Carbonyl olefi nation of N-substituted tetrahydroquinoline-6-carbaldehydes
by: Karelina, Kristina Olegovna, et al.
Published: (2025-06-01)

Synthesis of novel tetrahydroquinoline derivatives from α,α′-bis(substituted-benzylidene)cycloalkanones
by: Enayatollah Sheikhhosseini, et al.
Published: (2016-09-01)

Pre-Clinical Pharmacokinetics, Tissue Distribution and Physicochemical Studies of CLBQ14, a Novel Methionine Aminopeptidase Inhibitor for the Treatment of Infectious Diseases
by: Ekpenyong O, et al.
Published: (2020-03-01)

Modifications on the Tetrahydroquinoline Scaffold Targeting a Phenylalanine Cluster on GPER as Antiproliferative Compounds against Renal, Liver and Pancreatic Cancer Cells
by: David Méndez-Luna, et al.
Published: (2021-01-01)

BACKONE equation of state for Cis-1, 3, 3, 3-tetrafluoropropene (R1234ze(Z))
by: Phan Thi Thu Huong, et al.
Published: (2018-12-01)

One-Pot Multicomponent Synthesis and Bioevaluation of Tetrahydroquinoline Derivatives as Potential Antioxidants, α-Amylase Enzyme Inhibitors, Anti-Cancerous and Anti-Inflammatory Agents
by: Samra Farooq, et al.
Published: (2020-06-01)

DABCO-Amberlyst®15: A versatile heterogeneous catalyst in the multicomponent synthesis of tetrahydronaphthalenes and tetrahydroquinolines
by: Giovanna Bosica, et al.
Published: (2024-06-01)

Theoretical Study on the Diels–Alder Reaction of Fullerenes: Analysis of Isomerism, Aromaticity, and Solvation
by: Diogo J. L. Rodrigues, et al.
Published: (2022-09-01)

The Pyrazolo[3,4-<i>d</i>]pyrimidine-Based Kinase Inhibitor NVP-BHG712: Effects of Regioisomers on Tumor Growth, Perfusion, and Hypoxia in EphB4-Positive A375 Melanoma Xenografts
by: Christin Neuber, et al.
Published: (2020-11-01)

<em>In Situ</em> Electrochemical SFG/DFG Study of CN<sup>−</sup> and Nitrile Adsorption at Au from 1-Butyl-1-methyl-pyrrolidinium Bis(trifluoromethylsulfonyl) Amide Ionic Liquid ([BMP][TFSA]) Containing 4-{2-[1-(2-Cyanoethyl)-1,2,3,4-tetrahydroquinolin-6-yl]diazenyl} Benzonitrile (CTDB) and K[Au(CN)<sub>2</sub>]
by: Benedetto Bozzini, et al.
Published: (2012-06-01)

The Unexpected Chemistry of Thiacalix[4]arene Monosulfoxide
by: Kamil Mamleev, et al.
Published: (2023-05-01)

Experimental Study on the Solubility of R1234ze(E) in Polyol Ester Oils
by: Zhao Wenzhong, et al.
Published: (2020-01-01)

Synthesis of <i>N</i>-Flurbiprofen-Substituted 1,2,3,4-Tetrahydroisoquinolines
by: Diyana Dimitrova, et al.
Published: (2024-05-01)

Comparison between R134a and R1234ze(E) during Flow Boiling in Microfin Tubes
by: Andrea Lucchini, et al.
Published: (2021-11-01)

Thermal Properties Model for the New Refrigerant HFO-1234yf
by: Jiang Kun, et al.
Published: (2012-01-01)

Comparative Investigation on the Thermophysical Property and System Performance of R1234yf
by: Gailian Li, et al.
Published: (2023-06-01)

Simulation on Annular Flow of R1234ze(E) Flow Boiling in Micro-tubes
by: 王金, et al.
Published: (2020-01-01)

Marine Invertebrates: A Promissory Still Unexplored Source of Inhibitors of Biomedically Relevant Metallo Aminopeptidases Belonging to the M1 and M17 Families
by: Isel Pascual Alonso, et al.
Published: (2023-04-01)

Experimental Study of PVTx Properties about Mixture Refrigerant R1234yf/R32
by: Chen Rishuai, et al.
Published: (2016-01-01)