Cationomycin
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| Category | Antibiotics |
| Catalog number | BBF-00498 |
| CAS | 80394-65-6 |
| Molecular Weight | 851.03 |
| Molecular Formula | C45H70O15 |
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Description
It is produced by the strain of Actinomadura azurea. It inhibited the activity of gram-positive bacteria and mycobacterium, but had no effect on gram-negative bacteria, yeast and fungi. The feed containing 50-100 ppm cationomycin could effectively prevent coccidiosis of chicken.
Specification
| Synonyms | 1,6-Dioxaspiro[4.5]decane-7-butanic acid, 2-[(2S,2'R,2''S,3S,3'S,3''S,5R,5''S)dodecahydro-5''-[(1S)-1-hydroxypropyl]-3-methox-2,3',3'',5''-tetramethyl[2,2':5',2''-terfuran]-5-yl]-a,9-dihydroxy-β-[(2-hydroxy-4-methoxy-6-methylbenzoyl)oxy]-α,γ,2,8-tetramethyl-, (aR,βR,γR,2S,5R,7S,8R,9S)- |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; mycobacteria |
| Boiling Point | 909.3±65.0 °C (Predicted) |
| Melting Point | 108-112 °C |
| Density | 1.28±0.1 g/cm3 (Predicted) |
| Solubility | Soluble in Alkaline Methanol |
Reference Reading
1. Ionophore properties of cationomycin in large unilamellar vesicles studied by 23Na- and 39K-NMR
A M Delort, G Jeminet, S Sareth, F G Riddle Chem Pharm Bull (Tokyo). 1998 Oct;46(10):1618-20. doi: 10.1248/cpb.46.1618.
Cationomycin, isolated from Actinomadura azurea belongs to a large family of carboxylic polyether antibiotics, transporting monovalent cations through membranes by a mobile carrier mechanism, leading globally to an H+, M+ exchange. In this report the cation transporting properties of cationomycin were characterized in large unilamellar vesicles (LUVs) by 23Na- and 39K-NMR. Kinetic studies showed that cationomycin transported potassium more rapidly than sodium, and the more stable complex was formed with potassium at the water/membrane interface. The transport rate constants measured for cationomycin were compared with those obtained for monensin. Cationomycin transports Na+ more slowly than monensin and has a lower stability complex with Na+ because of the lower formation rate for the complex on the membrane surface. Our results show that transport selectivity of cationomycin is in favour of K+ versus Na+ while the reverse situation is observed for monensin. The relationships between the ionophore properties of cationomycin and monensin with their biological activities are discussed.
2. Influence of lasalocid, cationomycin and feeding frequency on the postprandial kinetics of some plasma parameters in the rumen vein, portal vein and mesenteric artery of sheep
L Gomez, J P Jouany, J Lefaivre Arch Tierernahr. 1995;48(4):357-66. doi: 10.1080/17450399509381855.
Two adult sheep, A and B, received successively during three experimental periods a forage-based pelleted feed, then the same diet supplemented with 33 mg/kg of lasalocid (L) or cationomycin (C). The feed was given in either eight (sheep A) or two (sheep B) daily meals. After four weeks of adaptation, 11 blood samples were taken through catheters in the rumen vein (RVA) and the mesenteric artery (MAA) in sheep A and in the rumen vein (RVB) and portal vein (PVB) in sheep B over a 5-hour period after the morning meal. Because of a blockage in the catheter it was not possible to measure the effect of C in MAA. Food intake had no immediate effect on the plasma levels measured: the distribution of eight daily meals stabilized plasma levels and made it easier to determine the effect of the ionophores. This effect varied according to the sampling site, the animal and the antibiotic, sometimes contradictorily. All the plasma parameters monitored in RVA were significantly modified by either one of the ionophores. A decrease in plasma albumin concentration (P < 0.05) was observed with L in MAA and with C in RVA and MAA. Aceto-acetate concentration decreased (P < 0.05) with L in MAA but increased with L and C in RVB. A decrease in glycaemia and uraemia (P < 0.05) was observed with L in MAA, RVA and RVB and with C in RVA. Total amino acid concentration decreased (P < 0.05) with C in RVA or increased (P < 0.05) with L in PVB and RVB. These variations in results may be due to different mechanisms of action of L and C on digestion, particularly in the rumen. While the changes undergone by the ketone bodies in the blood suggested a decrease in hepatic ketogenesis with L, there was no evidence that the ionophores had a direct postprandial effect.
3. Cationomycin and monensin partition between serum proteins and erythrocyte membrane: consequences for Na+ and K+ transport and antimalarial activities
S Gibot, G Jeminet, J Juillard, C Gumila, M L Ancelin, H Vial, A M Delort Arch Biochem Biophys. 1999 Mar 15;363(2):361-72. doi: 10.1006/abbi.1999.1101.
The ionophore properties of cationomycin and monensin were studied on human erythrocytes by measuring Na+ influx by 23Na NMR and concomitant K+ efflux by potentiometry in the presence of increasing amounts of serum. Both ion currents (Na+ or K+) decreased linearly with the reciprocal of serum amount. The serum effects on ion currents were stronger with cationomycin than with monensin. Assuming this decreased transport activity was due to drug binding to serum proteins, a partition coefficient between the protein and the membrane phase was determined for each ionophore by using a novel model. This partition coefficient is about 30 times higher for cationomycin than for monensin; the same result was obtained with purified human serum albumin, indicating that albumin may be the major ionophore binding protein of serum. In parallel, we also measured IC50 for 50% in vitro growth inhibition of Plasmodium falciparum, the agent of malaria. In the presence of increasing serum concentrations, the antimalarial activity was decreased for both ionophores. Serum effect was less severe for monensin than for cationomycin, in agreement with the weaker interaction of monensin with proteins as shown from the partition coefficient values. A correlation was established between the ion transport currents (sodium and potassium) and the IC50 measured on P. falciparum in the presence of the various concentrations of serum. The relative value of the ion transport currents (expressed as percentage of control in absence of serum) can be indicative of the ionophore unbound fraction in the medium.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
