pyrimidinones and fervenulin

pyrimidinones has been researched along with fervenulin* in 4 studies

Other Studies

4 other study(ies) available for pyrimidinones and fervenulin

ArticleYear
Determination of bacterial toxin toxoflavin and fervenulin in food and identification of their degradation products.
    Food chemistry, 2023, Jan-15, Volume: 399

    A method using ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS) was developed for the determination of toxoflavin and fervenulin in 6 types of food.The limits of detection (LODs, S/N ≥ 3) of toxoflavin and fervenulin reached 12 µg/kg and 24 µg/kg, respectively.The recoveries ranged from 70.1 % to 108.7 %.Intra-day RSDs (n = 5) and inter-day RSDs (n = 3) ranged from 0.9 % to 9.5 %.The method was successfully applied to analyse 36 samples, and one Tremella fuciformis Berk. sample was found with 7.5 mg/kg toxoflavin and 3.2 mg/kg fervenulin. Toxoflavin and fervenulin were acidic compounds and easily degraded in 0.1 % ammonia solution (v/v),degradation products were identified by ultra-high performance liquid chromatography-tandem quadrupole time-of-flight mass spectrometry (UHPLC-Q-TOF/MS).

    Topics: Bacterial Toxins; Chromatography, High Pressure Liquid; Pyrimidinones; Tandem Mass Spectrometry; Triazines

2023
Characterization of the N-methyltransferases involved in the biosynthesis of toxoflavin, fervenulin and reumycin from Streptomyces hiroshimensis ATCC53615.
    Organic & biomolecular chemistry, 2019, 01-16, Volume: 17, Issue:3

    Toxoflavin (1), fervenulin (2), and reumycin (3), known to be produced by plant pathogen Burkholderia glumae BGR1, are structurally related 7-azapteridine antibiotics. Previous biosynthetic studies revealed that N-methyltransferase ToxA from B. glumae BGR1 catalyzed the sequential methylation at N6 and N1 in pyrimido[5,4-e]-as-triazine-5,7(6H,8H)-dione (4) to generate 1. However, the N8 methylation of 4 in the biosynthesis of fervenulin remains unclear. To explore the N-methyltransferases required for the biosynthesis of 1 and 2, we identified and characterized the fervenulin and toxoflavin biosynthetic gene clusters in S. hiroshimensis ATCC53615. On the basis of the structures of intermediates accumulated from the four N-methyltransferase gene inactivation mutants and systematic enzymatic methylation reactions, the tailoring steps for the methylation order in the biosynthesis of 1 and 2 were proposed. The N-methylation order and routes for the biosynthesis of fervenulin and toxoflavin in S. hiroshimensis are more complex and represent an obvious departure from those in B. glumae BGR1.

    Topics: Biocatalysis; Dose-Response Relationship, Drug; Methyltransferases; Molecular Structure; Pyrimidinones; Streptomyces; Structure-Activity Relationship; Triazines

2019
[X-ray structural study of the pyrimido-[5,4-e]-1,2,4-triazine antibiotics xanthothricin and fervenulin].
    Antibiotiki i meditsinskaia biotekhnologiia = Antibiotics and medical biotechnology, 1986, Volume: 31, Issue:3

    The structures of xanthothricin (I) and fervenulin (II), pyrimido-[5,4-e]-1,2,4-triazine antibiotics were determined by x-ray analysis. The crystals of I and II are monoclinic: a 9.667(6), 18.270(7), b 14.029(9), 5.723(2), c 6.914(3), 18.058(7) A, beta 116.47(3), 118.90(2) degrees, Z 4,8; space group P21/c. Analysis of bond length distribution in I and II was indicative of significant alternation of the double and ordinary bonds.

    Topics: Chemical Phenomena; Chemistry; Pyrimidinones; Triazines; X-Ray Diffraction

1986
[Study of the stability of pyrimido-[5,4-e]-1,2,4-triazine antibiotics in acid-base media by NMR spectroscopy].
    Antibiotiki i meditsinskaia biotekhnologiia = Antibiotics and medical biotechnology, 1985, Volume: 30, Issue:2

    A comparative study of the NMR 1H and 13C spectra of reumycin, fervenulin and xanthothricin in aqueous acid-base media showed that at pH or pD ranging from 8.0 to 1.0 the antibiotics were chemically stable. By the ratio of the 1H and 13C chemical shifts of reumycin at pH 4.0-10.0 the pKa values of this antibiotic were determined: 6.7 in aqueous (D2O) solution and 8.76 in dimethylsulfoxide media. Alkalization of the solutions of reumycin (pH 12.0), fervenulin (pH 9.0) and xanthothricin (pH 8.0) resulted in irreversible chemical transformation of the antibiotics. The analysis of the chemical shifts in the PMR spectra of the transformation products revealed transformation of the uracil ring in reumycin and uracil and triazine rings in fervenulin and xanthothricin. Alkalization of the xanthothricin solutions resulted also in demethylation with formation of reumycin.

    Topics: Anti-Bacterial Agents; Chemical Phenomena; Chemistry; Drug Stability; Hydrogen-Ion Concentration; In Vitro Techniques; Magnetic Resonance Spectroscopy; Pyrimidinones; Spectrum Analysis; Triazines

1985