1,3-Thiazine, 1,2,3,4-Dithiadiazole, and Thiohydrazide Derivatives Affect Lipid Bilayer Properties and Ion-Permeable Pores Induced by Antifungals

Frontiers in Cell and Developmental Biology
Anastasiia A ZakharovaOlga S Ostroumova

Abstract

Over the past decade, thiazines, thiadiazoles, and thiohydrazides have attracted increasing attention due to their sedative, antimicrobial, antiviral, antifungal, and antitumor activities. The clinical efficacy of such drugs, as well as the possibility of developing resistance to antimicrobials, will depend on addressing a number of fundamental problems, including the role of membrane lipids during their interaction with plasma membranes. The effects of the eight 1,3- thiazine-, 1,2,3,4- dithiadiazole-, and thiohydrazide-related compounds on the physical properties of model lipid membranes and the effects on reconstituted ion channels induced by the polyene macrolide antimycotic nystatin and antifungal cyclic lipopeptides syringomycin E and fengycin were observed. We found that among the tested agents, the fluorine-containing compound N'-(3,5-difluorophenyl)-benzenecarbothiohydrazide (C6) was the most effective at increasing the electric barrier for anion permeation into the hydrophobic region of the membrane and reducing the conductance of anion-permeable syringomycin pores. A decrease in the membrane boundary potential with C6 adsorption also facilitated the immersion of positively charged syringomycin molecules into the lipi...Continue Reading

References

Mar 8, 1979·Biochimica Et Biophysica Acta·K M KasumovV A Vainshtein
Feb 1, 1979·Biophysical Journal·R de LevieO S Andersen
Jun 1, 1976·The Journal of General Physiology·O S AndersenA Cass
Jul 1, 1986·The Journal of Antibiotics·N VanittanakomG Jung
Aug 1, 1985·American Journal of Obstetrics and Gynecology·I Haller
Dec 1, 1972·Proceedings of the National Academy of Sciences of the United States of America·M Montal, P Mueller
Jan 1, 1984·The Journal of Membrane Biology·M E Kleinberg, A Finkelstein
Jan 1, 1996·The Journal of Membrane Biology·A M FeiginJ G Brand
Jul 17, 1998·Biochimica Et Biophysica Acta·R Koynova, M Caffrey
Jun 5, 1999·Microbiology and Molecular Biology Reviews : MMBR·C L BenderD C Gross
Jan 10, 2001·Arzneimittel-Forschung·P MagdolenP Foltínová
Jan 22, 2002·Medical Mycology·C M Douglas
Mar 28, 2002·Biophysical Journal·Valery V MalevSergey M Bezrukov
Apr 12, 2002·Lancet·Dimitrios P Kontoyiannis, Russell E Lewis
Dec 19, 2002·Biochimica Et Biophysica Acta·Maciej BaginskiEdward Borowski
Nov 24, 2004·Chemistry and Physics of Lipids·I KyrikouT Mavromoustakos
May 11, 2005·Expert Opinion on Investigational Drugs·Andreas H GrollThomas J Walsh
Oct 13, 2005·FEBS Letters·O S OstroumovaL V Schagina
Oct 1, 1987·Proceedings of the National Academy of Sciences of the United States of America·A P Bidwai, J Y Takemoto
Feb 10, 2007·FEBS Letters·Olga S OstroumovaSergey M Bezrukov
May 19, 2007·Langmuir : the ACS Journal of Surfaces and Colloids·Olga S OstroumovaLudmila V Schagina
May 23, 2007·Expert Opinion on Pharmacotherapy·Nathan P Wiederhold, James S Lewis
Mar 14, 2008·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Rajeev Singh, N K Kaushik
Mar 25, 2008·Therapeutics and Clinical Risk Management·Gregory EschenauerPeggy L Carver
May 14, 2008·Revista iberoamericana de micología·José Pontón
Jul 12, 2008·Biophysical Chemistry·Hirak ChakrabortyMunna Sarkar
Mar 13, 2009·Journal of Infection and Chemotherapy : Official Journal of the Japan Society of Chemotherapy·Isao NishiYoshinori Iwatani
May 26, 2009·Revista iberoamericana de micología·Guillermo QuindósJavier Pemán
Jul 25, 2009·The Journal of Membrane Biology·Eneida A RomeroB Eleazar Cohen
Aug 20, 2009·Current Drug Metabolism·M Baginski, J Czub
Sep 3, 2009·The Annals of Pharmacotherapy·Allana J SucherHolly E Balcer
Oct 7, 2009·Expert Review of Anti-infective Therapy·Maria Teresa FeraAngelina De Sarro
Oct 20, 2009·Revista iberoamericana de micología·Rafael Laniado-Laborín, Maria Noemí Cabrales-Vargas
Dec 4, 2009·The Journal of Physical Chemistry. B·Sutapa Mondal, Munna Sarkar
May 7, 2011·Biochimica Et Biophysica Acta·Hiren PatelHeiko Heerklotz
Jun 8, 2011·Microbiology and Molecular Biology Reviews : MMBR·Rebecca S ShapiroLeah E Cowen
Jul 28, 2011·Langmuir : the ACS Journal of Surfaces and Colloids·Cláudia NunesMarlene Lúcio
Oct 18, 2011·Langmuir : the ACS Journal of Surfaces and Colloids·Sutapa Mondal Roy, Munna Sarkar

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Methods Mentioned

BETA
differential scanning calorimetry

Software Mentioned

pClamp
Calisto Processing
Origin

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