Lipophosphonoxins: New Modular Molecular Structures with Significant Antibacterial Properties

Rejman, Dominik; Rabatinová, Alžběta; Pombinho, António R.; Kovačková, Soňa; Pohl, Radek; Zborníková, Eva; Kolář, M.; Bogdanová, K.; Nyč, O.; Šanderová, Hana; Látal, T.; Bartůněk, Petr; Krásný, Libor

doi:https://dx.doi.org/10.1021/jm2009343

Number of the records: 1

Lipophosphonoxins: New Modular Molecular Structures with Significant Antibacterial Properties

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SYSNO ASEP	0367626
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Lipophosphonoxins: New Modular Molecular Structures with Significant Antibacterial Properties
Author(s)	Rejman, Dominik (UOCHB-X)_{RID, ORCID} Rabatinová, Alžběta (MBU-M) Pombinho, António R. (UMG-J) Kovačková, Soňa (UOCHB-X) Pohl, Radek (UOCHB-X)_{RID, ORCID} Zborníková, Eva (UOCHB-X)_{RID, ORCID} Kolář, M. (CZ) Bogdanová, K. (CZ) Nyč, O. (CZ) Šanderová, Hana (MBU-M)_{RID, ORCID} Látal, T. (CZ) Bartůněk, Petr (UMG-J)_RID Krásný, Libor (MBU-M)_{RID, ORCID}
Number of authors	13
Source Title	Journal of Medicinal Chemistry. - : American Chemical Society - ISSN 0022-2623 Roč. 54, č. 22 (2011), s. 7884-7898
Number of pages	15 s.
Language	eng - English
Country	US - United States
Keywords	lipofosfonoxin ; antibacterial ; nucleoside
Subject RIV	CC - Organic Chemistry
R&D Projects	LC06077 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
	GA204/09/0583 GA ČR - Czech Science Foundation (CSF)
	GAP302/11/0855 GA ČR - Czech Science Foundation (CSF)
	2B06065 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
CEZ	AV0Z40550506 - UOCHB-X (2005-2011)
	AV0Z50200510 - MBU-M (2005-2011)
	AV0Z50520514 - UMG-J (2005-2011)
UT WOS	000297001600011
DOI	10.1021/jm2009343
Annotation	Novel compounds termed lipophosphonoxins were prepared using a simple and efficient synthetic approach. The general structure of lipophosphonoxins consists of four modules: (i) a nucleoside module, (ii) an iminosugar module, (iii) a hydrophobic module (lipophilic alkyl chain), and (iv) a phosphonate linker module that holds together modules i–iii. Lipophosphonoxins displayed significant antibacterial properties against a panel of Gram-positive species, including multiresistant strains. The minimum inhibitory concentration (MIC) values of the best inhibitors were in the 1–12 .mu.g/mL range, while their cytotoxic concentrations against human cell lines were significantly above this range. The modular nature of this artificial scaffold offers a large number of possibilities for further modifications/exploitation of these compounds.
Workplace	Institute of Organic Chemistry and Biochemistry
Contact	asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418
Year of Publishing	2012

Number of the records: 1