Maduramicin Acid
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| Category | Antibiotics |
| Catalog number | BBF-01903 |
| CAS | 79356-08-4 |
| Molecular Weight | 917.13 |
| Molecular Formula | C47H80O17 |
| Purity | >98% by HPLC |
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Description
Maduramicin Acid is a polyether antibiotic first isolated from actinomadura yunnaense (formerly nocardia sp. X-14868). It is a broad spectrum anti-coccidiosis agent, also active against treponema and cryptosporidium. It is also an ionic carrier, forming complexes with monovalent cations and having a higher affinity for K+ than Na+.
Specification
| Related CAS | 84878-61-5 (ammonium salt) |
| Synonyms | α-Maduramicin; Maduramycin; X 14868A; CL 273703; LL-C 23024-A; Antibiotic X 14868A |
| Storage | Store at -20°C |
| IUPAC Name | 2-[(2R,3S,4S,5R,6S)-6-[(1R)-1-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-[(2R,3S,5R)-3-[(2R,4S,5S,6S)-4,5-dimethoxy-6-methyloxan-2-yl]oxy-5-[(2S,3S,5R,6S)-6-hydroxy-3,5,6-trimethyloxan-2-yl]oxolan-2-yl]-5-methyloxolan-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]ethyl]-2-hydroxy-4,5-dimethoxy-3-methyloxan-2-yl]acetic acid |
| Canonical SMILES | CC1CC(C(OC1C2CC(C(O2)C3(CCC(O3)C4(CCC5(O4)CC(C(C(O5)C(C)C6C(C(C(C(O6)(CC(=O)O)O)C)OC)OC)C)O)C)C)OC7CC(C(C(O7)C)OC)OC)(C)O)C |
| InChI | InChI=1S/C47H80O17/c1-23-18-24(2)45(9,51)61-36(23)31-19-32(58-35-20-30(53-10)40(55-12)28(6)57-35)42(59-31)44(8)15-14-33(60-44)43(7)16-17-46(64-43)21-29(48)25(3)37(62-46)26(4)38-41(56-13)39(54-11)27(5)47(52,63-38)22-34(49)50/h23-33,35-42,48,51-52H,14-22H2,1-13H3,(H,49,50)/t23-,24+,25+,26+,27-,28-,29-,30-,31+,32-,33+,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46+,47+/m0/s1 |
| InChI Key | RWVUEZAROXKXRT-VQLSFVLHSA-N |
| Source | Actinomadura yunnaense |
Properties
| Appearance | White Solid |
| Antibiotic Activity Spectrum | Gram-negative bacteria; Parasites |
| Boiling Point | 913.9±65.0°C (Predicted) |
| Melting Point | 193-194°C |
| Density | 1.25±0.1 g/cm3 (Predicted) |
| Solubility | Soluble in Ethanol, Methanol, DMF, DMSO; Poorly soluble in Water |
Reference Reading
1. Green one-pot synthesis of nitrogen and sulfur co-doped carbon quantum dots as new fluorescent nanosensors for determination of salinomycin and maduramicin in food samples
Galal Magdy, Ahmed F Abdel Hakiem, Ahmed M Abdel-Megied, Fathalla Belal Food Chem . 2021 May 1;343:128539. doi: 10.1016/j.foodchem.2020.128539.
A simple green hydrothermal method was proposed for synthesis of highly fluorescent nitrogen and sulfur co-doped carbon quantum dots (N,S-CQDs) using citric acid and thiosemicarbazide. The produced N,S-CQDs were subjected to extensive spectroscopic characterization and applied as fluorescent nanosensors for the sensitive spectrofluorimetric determination of salinomycin and maduramicin directly without prior derivatization for the first time. The obtained N,S-CQDs showed strong emission band at 430 nm after excitation at 360 nm. The native fluorescence of N,S-CQDs was found to be quenched by the addition of increased concentrations of each drug. Method validation revealed a wide linear relationship between the fluorescence quenching of N,S-CQDs and the concentration of each drug in the range of 10.0-300.0 μM with detection limits of 2.07 μM and 1.34 μM for salinomycin and maduramicin, respectively. The developed method has been efficiently applied for estimation of analytes in six raw matrices with high recoveries.
2. The determination of six ionophore coccidiostats in feed by liquid chromatography with postcolumn derivatisation and spectrofotometric/fluorescence detection
Teresa Szprengier-Juszkiewicz, Piotr Jedziniak, Małgorzata Olejnik ScientificWorldJournal . 2013 Oct 29;2013:763402. doi: 10.1155/2013/763402.
The control of levels of anticoccidial feed additives in targeted feeds plays an important role in the assurance of efficiency of animal treatment, prevention of drug resistance, and food safety. The robust and labour-efficient method for the simultaneous determination of six ionophore coccidiostats (lasalocid, maduramicin, monensin, narasin, salinomycin, and semduramicin) in targeted feed has been developed. Properly grinded and homogenized feed sample was spiked with internal standard (monesin methyl ester) and extracted with methanol. The extract was analysed with reversed phase HPLC without any further purification. The separation of the analytes with conventional C18 and core-shell columns was compared. Lasalocid was analysed with fluorescence detection, whereas other ionophores were detected with UV-Vis detector after derivatisation with vanillin in the presence of sulfuric acid. Fortified samples and targeted feeds at authorized levels were used for method validation. Recovery was in the range of 85-110%, depending on the analyte. The within-laboratory reproducibility did not exceed the target value from Horwitz equation. The results of the proficiency tests (z-scores in the range of -1.0 to 1.9) confirmed the reliability of the developed protocol.
3. Development and comparison of HPLC-MS/MS and UPLC-MS/MS methods for determining eight coccidiostats in beef
Bo Wang, Kaizhou Xie, Yajuan Wang, Yangyang Zhang, Xia Zhao, Yawen Guo, Jinyu Wang, Guojun Dai, Genxi Zhang, Jianyu Liu J Chromatogr B Analyt Technol Biomed Life Sci . 2018 Jun 15;1087-1088:98-107. doi: 10.1016/j.jchromb.2018.04.044.
A high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) method and an ultraperformance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) method for determining eight coccidiostat (halofuginone, lasalocid, maduramicin, monensin, narasin, nigericin, robenidine and salinomycin) residues in beef were developed and compared. Samples were extracted with a mixture of acetic acid, acetonitrile and ethyl acetate and were then purified on a C18solid-phase extraction (SPE) column. The purified samples were analyzed by HPLC-MS/MS and UPLC-MS/MS, using 0.1% formic acid-water solution (A) and pure methanol (B) as the mobile phase. The samples were fractionated on a C18column using different gradient elution procedures, followed by qualitative analysis using a mass spectrometer operated in multiple reaction monitoring (MRM) mode with positive electrospray ionization; the external standard method was used for quantitation. At spiked levels that ranged from the limit of quantification (LOQ) to 100 μg/kg, the average recoveries were 71.96%-100.32% and 71.24%-89.24%, with relative standard deviations (RSDs) of 2.65%-12.38% and 2.98%-14.86% for UPLC-MS/MS and HPLC-MS/MS, respectively. The limits of detection (LODs) and LOQs of the eight coccidiostats were 0.14-0.32 μg/kg and 0.43-1.21 μg/kg, respectively, for UPLC-MS/MS analysis and 0.16-0.58 μg/kg and 0.53-1.92 μg/kg, respectively, for HPLC-MS/MS analysis. Both methods had good accuracy and precision, but UPLC-MS/MS had higher sensitivity than HPLC-MS/MS.
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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 ╳
