Lasalocid sodium
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| Category | Antibiotics |
| Catalog number | BBF-03807 |
| CAS | 25999-20-6 |
| Molecular Weight | 612.77 |
| Molecular Formula | C34H53NaO8 |
| Purity | >95% by HPLC |
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Description
Lasalocid sodium is a cationic ionophore antibiotic obtained from Streptomyces lasaliensis that, among other effects, dissociates the calcium fluxes in muscle fibers. It is used as a coccidiostat, especially in poultry.
Specification
| Related CAS | 25999-31-9 (free acid) |
| Synonyms | Lasalocid A Sodium Salt; Avatec; Bovatec |
| Storage | Store at -20°C |
| IUPAC Name | sodium;6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoate |
| Canonical SMILES | CCC(C1C(CC(O1)(CC)C2CCC(C(O2)C)(CC)O)C)C(=O)C(C)C(C(C)CCC3=C(C(=C(C=C3)C)O)C(=O)[O-])O.[Na+] |
| InChI | InChI=1S/C34H54O8.Na/c1-9-25(31-21(6)18-34(11-3,42-31)26-16-17-33(40,10-2)23(8)41-26)30(37)22(7)28(35)19(4)12-14-24-15-13-20(5)29(36)27(24)32(38)39;/h13,15,19,21-23,25-26,28,31,35-36,40H,9-12,14,16-18H2,1-8H3,(H,38,39);/q;+1/p-1/t19-,21+,22+,23+,25+,26-,28+,31+,33-,34+;/m1./s1 |
| InChI Key | RDHDUYAKDYQPEW-HWLWSTNVSA-M |
| Source | Streptomyces sp. |
Properties
| Appearance | White Solid |
| Antibiotic Activity Spectrum | parasites |
| Boiling Point | 735.7°C at 760 mmHg |
| Melting Point | 180°C (dec.)(lit.) |
| Density | 1.119 g/cm3 |
| Solubility | Soluble in ethanol, methanol, DMF, DMSO |
Reference Reading
1. Trypanosoma brucei: trypanocidal and cell swelling activities of lasalocid acid
Adam Huczyński, Dietmar Steverding Parasitol Res . 2017 Nov;116(11):3229-3233. doi: 10.1007/s00436-017-5624-6.
Chemotherapeutic treatment of human and animal trypanosomiasis is unsatisfactory because only a few drugs are available. As these drugs have poor efficacy and cause adverse reactions, more effective and tolerable medications are needed. As the polyether ionophore antibiotic lasalocid acid is used as medicated feed additive in cattle, the compound was tested for its trypanocidal and cytotoxic activity against bloodstream forms of Trypanosoma brucei and human myeloid HL-60 cells. The concentrations required of lasalocid acid to reduce the growth rate of trypanosomes by 50% and to kill the parasites were 1.75 and 10 μM, respectively. The ionophore displayed also cytotoxic activity against HL-60 cells but the human cells were about 10 to 14 times less sensitive indicating moderate selectivity. As the trypanocidal mechanism of action of polyether ionophore antibiotics is due to a sodium influx-induced cell swelling, the effect of lasalocid acid on cell volume change in bloodstream-form trypanosomes was investigated. Interestingly, lasalocid acid induced a much faster cell swelling in trypanosomes than the more trypanocidal related ionophore salinomycin. These results support further investigations of lasalocid acid and derivatives thereof as potential agents against African trypanosomiasis.
2. Performance of beef heifers supplemented with sodium lasalocid
Everton Dezordi Sartori, Leonardo Canali Canellas, Helena Robatini Carvalho, Fernanda Gomes Moojen, Gabriel Ribas Pereira, Júlio Otávio Jardim Barcellos Trop Anim Health Prod . 2017 Feb;49(2):273-279. doi: 10.1007/s11250-016-1188-1.
This study was conducted on 78 13-month-old crossbred beef heifers that weighed 215 kg in Southern Rio Grande do Sul (RS) State, Brazil. We evaluated the performance of beef heifers that were reared in a pasture system that received a mineral supplement energy-type protein with added sodium lasalocid (LAS). The heifers were randomly and uniformly divided into 2 groups, with 39 animals in each group. One group of animals received a mineral supplement energy-type protein without sodium lasalocid (CON), and the other group received a mineral supplement energy-type protein with added LAS. The mean feed intake, the body weight (BW), the average daily gain (ADG), the body condition score (BCS), and ovarian cyclicity were recorded, and economic parameters were calculated. No differences in supplement intake were observed between the groups, which ensures adequate intake of the other components of the mineral mixture, which are part of the nutritional requirements for the production process. Similarly, no difference in the ADG was observed between treatments. We observed that the heifers in the LAS group had a higher BW gain (51 kg) that the CON heifers (40 kg; P < 0.05). In addition, LAS-supplemented heifers had a higher BCS (3.53) than CON heifers (3.38) at the end of the experiment (P < 0.05). The heifers supplemented with LAS had a higher profitability than the CON heifers, even with the higher cost of the supplement containing LAS; this effect was due to the higher live BW at the end of the study. We concluded that the administration of a mineral supplement energy-type protein with added LAS has beneficial effects on beef heifers in terms of production and economic feasibility.
3. Effect of lasalocid sodium on rumen fermentation and digestion in sheep
P Thivend, J P Jouany Reprod Nutr Dev (1980) . 1983;23(5):817-28. doi: 10.1051/rnd:19830602.
Four adult sheep were fed 4 diets successively according to a Latin-square design. They were fitted with a rumen cannula and with simple cannulae at the duodenum and ileum. The basal diet (L0) was composed of highly-pressed ensiled sugar beet pulp (56.2%), cereal (barley and corn: 27.6%), urea (1.5%) and wheat straw (14.1%). Lasalocid sodium was added to obtain the following respective amounts: 21 ppm for diet L1, 43 ppm for diet L2 and 64 ppm for diet L3 (table 1). In the rumen, lasalocid significantly increased the molar proportion of propionic acid in the volatile fatty acids (VFA) mixture at the expense of the acetic and butyric acid proportions. The total VFA concentration decreased, especially with 43 and 64 ppm (table 2). Accordingly, the proportion of methane in rumen gases decreased. The ciliate population was always lower in animals fed experimental diets L1, L2, and particularly L3. The non-food-particle-associated bacterial population also decreased; the differences were significant only with the highest doses of lasalocid (L3). At the same time, bacterial cellulolytic activity increased 10%, indicating that qualitative modifications had taken place in the rumen bacterial population (table 3). Overall digestive utilization of organic matter (OM) decreased when lasalocid was added to the diets. This was due to a considerable reduction in forestomach digestion (12% decrease) (table 4). A greater supply of OM rich in cell-wall carbohydrates in the duodenum would explain the lower digestibility in the small intestine of animals given diet L1 and especially the L2 and L3 diets. No significant shift in digestion was noted in the large intestine. The composition of the non-ammonia nitrogen that entered the duodenum of sheep given lasalocid differed from that noted with the control diet (L0) (table 5). The amount of microbial proteins was significantly lower, whilst the proportion of non-degraded feed proteins was higher. The efficiency of microbial synthesis (bacterial proteins/kg OM truly digested in the rumen) was not significantly modified by lasalocid. All these modifications in digestion observed with these diets, and resulting from changes in the qualitative and quantitative composition of flora and fauna in the rumen, have an effect on nitrogen and energy utilization in the ruminant.
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Bio Calculators
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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
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