HPLC determination of salinomycin and related compounds in fermentation media of Streptomyces albus and premixes

Blazsek, M.; Kubiš, Marián

doi:10.1016/j.jpba.2005.05.006

Cited by 10 publications

(3 citation statements)

References 23 publications

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“…aeruginosa MML2212 were isolated from the fermented broth and purified by a multistep procedure involving solvent extraction and column chromatography. Despite many established purification protocols, a variety of purification procedures such as solvent extraction, chemical precipita-tion, column chromatography and if necessary HPLC purification (Mellouli et al 2003;Blazsek and Kubis 2005) is employed for the isolation of desired bioactive metabolites. These methods are routinely used for the purification of various microbial metabolites (Hardt et al 2000;Schumacher et al 2001;Fourati-Ben Fguira et al 2005) including phenazines (Stead et al 1996;Sunish Kumar et al 2005).…”

Section: Discussionmentioning

confidence: 99%

Purification, crystal structure and antimicrobial activity of phenazine-1-carboxamide produced by a growth-promoting biocontrol bacterium,Pseudomonas aeruginosaMML2212

Shanmugaiah

Mathivanan

Varghese

2010

Journal of Applied Microbiology

111

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Aim: To purify and characterize an antimicrobial compound produced by a biocontrol bacterium, Pseudomonas aeruginosa MML2212, and evaluate its activity against rice pathogens, Rhizoctonia solani and Xanthomonas oryzae pv. oryzae. Methods and Results: Pseudomonas aeruginosa strain MML2212 isolated from the rice rhizosphere with wide‐spectrum antimicrobial activity was cultured in Kings’B broth using a fermentor for 36 h. The extracellular metabolites were isolated from the fermented broth using ethyl acetate extraction and purified by two‐step silica‐gel column chromatography. Three fractions were separated, of which a major compound was obtained in pure state as yellow needles. It was crystallized after dissolving with chloroform followed by slow evaporation. It is odourless with a melting point of 220–222°C. It was soluble in most of the organic solvents and poorly soluble in water. The molecular mass of purified compound was estimated as 223·3 by mass spectral analysis. Further, it was characterized by IR, 1H and 13C NMR spectral analyses. The crystal structure of the compound was elucidated for the first time by X‐ray diffraction study and deposited in the Cambridge Crystallographic Data Centre (http://www.ccde.com.ac.uk) with the accession no. . Conclusion: The crystal compound was undoubtedly identified as phenazine‐1‐carboxamide (PCN) with the empirical formula of C13H9N3O. Significance and Impact of the Study: As this is the first report on the crystal structure of PCN, it provides additional information to the structural chemistry. Furthermore, the present study reports the antimicrobial activity of purified PCN on major rice pathogens, R. solani and X. oryzae pv. oryzae. Therefore, the PCN can be developed as an ideal agrochemical candidate for the control of both sheath blight and bacterial leaf blight diseases of rice.

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Section: Discussionmentioning

confidence: 99%

Purification, crystal structure and antimicrobial activity of phenazine-1-carboxamide produced by a growth-promoting biocontrol bacterium,Pseudomonas aeruginosaMML2212

Shanmugaiah

Mathivanan

Varghese

2010

Journal of Applied Microbiology

111

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“…p-Bromophenacyl bromide (p-BPB) is a good derivatization reagent for carboxylic acid and thiol-containing compounds [15][16][17][18][19]. Its analogue 4-bromomethyl-7-methoxycoumarin has been applied to improve the sensitivity of 5-FU in APCI source successfully [20].…”

Section: Introductionmentioning

confidence: 99%

Comparison of three derivatization reagents for the simultaneous determination of highly hydrophilic pyrimidine antitumor agents in human plasma by LC–MS/MS

Heying

Ding

et al. 2012

Journal of Chromatography B

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“…Spectrophotometric detection, both ultraviolet (UV)15, 16 and fluorescence,17 have traditionally been used for the determination of these compounds. However, due to the lack of chromophore groups in the chemical structures of the ionophores, a pre‐column18 or post‐column19 derivatization is usually necessary. Nowadays, liquid chromatography coupled to mass spectrometry (LC/MS), especially using tandem mass spectrometry (LC/MS/MS) and electrospray ionization (ESI), is the technique most usually used for the analysis of these compounds 13, 14, 20–25.…”

mentioning

confidence: 99%

Fast liquid chromatography/multiple‐stage mass spectrometry of coccidiostats

Martínez-Villalba

Moyano

Galcerán

2009

Rapid Comm Mass Spectrometry

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Drugs that are used as medicines and also as growth promoters in veterinary care are considered as emerging environmental contaminants and in recent years concern about their potential risk to ecosystems and human health has risen. In this paper we used a method based on liquid chromatography/electrospray tandem mass spectrometry to analyze eight coccidiostatic compounds: diclazuril, dinitrocarbanilide (the main metabolite of nicarbazin), robenidine, lasalocid, monensin, salinomycin, maduramicin and nasarin. Multiple-stage mass spectrometry (MSn) based on the precursor ions [M+Na]+ (polyether ionophores), [M+H]+ (robenidine) and [M-H]- (diclazuril and dinitrocarbanilide) was used to study the fragmentation of these compounds. MSn data and genealogical relationships were used to propose a tentative assignment of the different fragment ions. Loss of water, decarboxylations, ketone beta-cleavages and rearrangement of cyclic ethers and amide groups were some of the fragmentations observed for these compounds. Liquid chromatography with a sub-2 microm particle size column was coupled to tandem mass spectrometry (LC/MS/MS) allowing the separation of these compounds in less than 7 min. Method detection limits ranging from 11 to 71 ng L(-1) and run-to-run values in terms of relative standard deviation (RSD) (up to 12%) were obtained.

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HPLC determination of salinomycin and related compounds in fermentation media of Streptomyces albus and premixes

Cited by 10 publications

References 23 publications

Purification, crystal structure and antimicrobial activity of phenazine-1-carboxamide produced by a growth-promoting biocontrol bacterium,Pseudomonas aeruginosaMML2212

Purification, crystal structure and antimicrobial activity of phenazine-1-carboxamide produced by a growth-promoting biocontrol bacterium,Pseudomonas aeruginosaMML2212

Comparison of three derivatization reagents for the simultaneous determination of highly hydrophilic pyrimidine antitumor agents in human plasma by LC–MS/MS

Fast liquid chromatography/multiple‐stage mass spectrometry of coccidiostats

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