Structure of 1:1 complex of 1-naphthylmethyl ester of monensin A with sodium perchlorate studied by X-ray, FT-IR and ab initio methods

Huczyński, Adam; Janczak, Jan; Brzeziński, Bogumił

doi:10.1016/j.molstruc.2012.03.026

Cited by 9 publications

(3 citation statements)

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“…Two complexes of monensin esters have been obtained in crystal form, that is, aqualithium 1-naphthylmethyl ester of monensin perchlorate (Figure 13(a)) [86], and 1-naphthylmethyl ester of monensin with sodium perchlorate (Figure 13(b)) [87]. …”

Section: Monensin a Derivatives And Their Antimicrobial Activitymentioning

confidence: 99%

Structure and Antimicrobial Properties of Monensin A and Its Derivatives: Summary of the Achievements

Łowicki

Huczyński

2013

BioMed Research International

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In this paper structural and microbiological studies on the ionophorous antibiotic monensin A and its derivatives have been collected. Monensin A is an ionophore which selectively complexes and transports sodium cation across lipid membranes, and therefore it shows a variety of biological properties. This antibiotic is commonly used as coccidiostat and nonhormonal growth promoter. The paper focuses on both the latest and earlier achievements concerning monensin A antimicrobial activity. The activities of monensin derivatives, including modifications of hydroxyl groups and carboxyl group, are also presented.

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Section: Monensin a Derivatives And Their Antimicrobial Activitymentioning

confidence: 99%

Structure and Antimicrobial Properties of Monensin A and Its Derivatives: Summary of the Achievements

Łowicki

Huczyński

2013

BioMed Research International

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“…However, it has been proved that monensin derivatives show a certain activity against Gram-positive bacteria [5]. The complexation of monovalent and divalent metal cations by monensin esters and the structure of these complexes have been studied using spectroscopic methods and are discussed in detail [5,[23][24][25][26][27][28][29]. These esters have been found to show especially high affinity to Na + and Ca 2+ cations.…”

Section: Introductionmentioning

confidence: 99%

“…The structures of the complexes formed between one of the monensin esters, i.e. monensin 1-naphthylmethyl ester, with sodium and lithium cation have been determined by crystallographic methods [23].…”

Section: Introductionmentioning

confidence: 99%

Electrogenic and nonelectrogenic ion fluxes across lipid and mitochondrial membranes mediated by monensin and monensin ethyl ester

Antonenko

Rokitskaya

Huczyński

2015

Biochimica et Biophysica Acta (BBA) - Biomembranes

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Monensin is a carrier of cations through lipid membranes capable of exchanging sodium (potassium) cations for protons by an electroneutral mechanism, whereas its ethyl ester derivative ethyl-monensin is supposed to transport sodium (potassium) cations in an electrogenic manner. To elucidate mechanistic details of the ionophoric activity, ion fluxes mediated by monensin and ethyl-monensin were measured on planar bilayer lipid membranes, liposomes, and mitochondria. In particular, generation of membrane potential on liposomes was studied via the measurements of rhodamine 6G uptake by fluorescence correlation spectroscopy. In mitochondria, swelling experiments were expounded by the additional measurements of respiration, membrane potential, and matrix pH. It can be concluded that both monensin and ethyl-monensin can perform nonelectrogenic exchange of potassium (sodium) ions for protons and serve as electrogenic potassium ion carriers similar to valinomycin. The results obtained are in line with the predictions based on the crystal structures of the monensin complexes with sodium ions and protons (Huczyński et al., Biochim. Biophys. Acta, 1818 (2012) pp. 2108-2119). The functional activity observed for artificial membranes and mitochondria can be applied to explain the activity of ionophores in living systems. It can also be important for studying the antitumor activity of monensin.

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Structure and Biological Activity of Polyether Ionophores and Their Semisynthetic Derivatives

Antoszczak

Rutkowski

Huczyński

2014

Bioactive Natural Products

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Structure of 1:1 complex of 1-naphthylmethyl ester of monensin A with sodium perchlorate studied by X-ray, FT-IR and ab initio methods

Cited by 9 publications

References 46 publications

Structure and Antimicrobial Properties of Monensin A and Its Derivatives: Summary of the Achievements

Structure and Antimicrobial Properties of Monensin A and Its Derivatives: Summary of the Achievements

Electrogenic and nonelectrogenic ion fluxes across lipid and mitochondrial membranes mediated by monensin and monensin ethyl ester

Structure and Biological Activity of Polyether Ionophores and Their Semisynthetic Derivatives

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