The study of salting-out thin-layer chromatography and their application on QSRR/QSAR of some macrolide antibiotics

被引:14
|
作者
Ciura, Krzesimir [1 ]
Nowakowska, Joanna [1 ]
Rudnicka-Litka, Kaja [1 ]
Kawczak, Piotr [2 ]
Baczek, Tomasz [2 ]
Markuszewski, Micha Jan [3 ]
机构
[1] Med Acad Gdansk, Fac Pharm, Dept Phys Chem, Al Gen J Hallera 107, PL-80416 Gdansk, Poland
[2] Med Acad Gdansk, Fac Pharm, Dept Pharmaceut Chem, Al Gen J Hallera 107, PL-80416 Gdansk, Poland
[3] Med Acad Gdansk, Fac Pharm, Dept Biopharmaceut & Pharmacodynam, Al Gen J Hallera 107, PL-80416 Gdansk, Poland
来源
MONATSHEFTE FUR CHEMIE | 2016年 / 147卷 / 02期
关键词
Salting-out thin-layer chromatography; Quantitative structure-retention relationships; Quantitative structure-activity relationships; Macrolide antibiotics; TRANSITION-METAL-COMPLEXES; MODEL COMPOUNDS RETENTION; CHELATE RING SIZE; CHEMOMETRIC CHARACTERIZATION; BEHAVIOR; PARAMETERS; INHIBITORS; CELLULOSE; TLC;
D O I
10.1007/s00706-015-1606-5
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The object of this study was to investigate the lipophilicity and hydrophobicity parameters of selected macrolide antibiotics obtained in the salting-out thin-layer chromatography. Statistically significant correlations between chromatographic data and calculated lipophilicity were found and presented as quantitative structure-retention relationships equations. The value of calculated distribution coefficient (clog D (pH7.4)) in most cases significantly affects the retention of tested macrolide antibiotics. Another aspect of the study was the comparison of the usefulness of chromatographic parameters and calculated lipophilicity values for prediction of antimicrobial properties of studied compounds. The quantitative structure-activity relationships equations were proposed, which can be used for predictions of antimicrobial activities against Streptococcus pyogenes, Streptococcus pneumoniae, and Listeria monocytogenes. The results showed that chromatographic parameters obtained in the salting-out thin-layer chromatography can be successfully used to predict antibacterial activity for this group of antibiotics. The results were also confirmed by principal component analysis.
引用
收藏
页码:301 / 310
页数:10
相关论文
共 50 条
  • [41] SALTING-OUT THIN-LAYER CHROMATOGRAPHY OF TRANSITION-METAL COMPLEXES .1. INVESTIGATION OF THE BEHAVIOR OF MIXED AMINOCARBOXYLATO COBALT(III) COMPLEXES ON SILICA-GEL
    VUCKOVIC, G
    MILJEVIC, D
    JANJIC, TJ
    CELAP, MB
    [J]. JOURNAL OF CHROMATOGRAPHY, 1992, 609 (1-2): : 427 - 431
  • [42] APPLICATION OF THIN-LAYER CHROMATOGRAPHY TO PURIFICATION AND CHARACTERIZATION OF SOME METHYL GLUCOSIDES
    BRENNAN, PJ
    [J]. JOURNAL OF CHROMATOGRAPHY, 1971, 59 (01): : 231 - &
  • [43] APPLICATION OF THIN-LAYER CHROMATOGRAPHY TO THE STUDY OF MOLECULAR CHARACTERISTICS OF OLIGOARYLATES
    VAKHTINA, IA
    TIKHONOVA, TZ
    TARAKANOV, OG
    [J]. VYSOKOMOLEKULYARNYE SOEDINENIYA SERIYA A, 1983, 25 (11): : 2458 - 2460
  • [44] THIN-LAYER CHROMATOGRAPHIC DETERMINATION OF ERYTHROMYCIN AND OTHER MACROLIDE ANTIBIOTICS IN LIVESTOCK PRODUCTS
    PETZ, M
    SOLLY, R
    LYMBURN, M
    CLEAR, MH
    [J]. JOURNAL OF THE ASSOCIATION OF OFFICIAL ANALYTICAL CHEMISTS, 1987, 70 (04): : 691 - 697
  • [45] DISPLACEMENT THIN-LAYER CHROMATOGRAPHY OF SOME ECDYSTEROIDS
    KALASZ, H
    BATHORI, M
    MATHE, I
    [J]. JOURNAL OF LIQUID CHROMATOGRAPHY, 1995, 18 (05): : 837 - 848
  • [46] THIN-LAYER CHROMATOGRAPHY OF SOME SUBSTITUTED NAPHTHOQUINONES
    KOTAKEMORI, M
    OKADA, K
    [J]. AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1966, 30 (09): : 935 - +
  • [47] SEPARATION OF SOME MONOSACCHARIDES BY THIN-LAYER CHROMATOGRAPHY
    DONETZHUBER, A
    JOHANSSO.K
    [J]. SVENSK PAPPERSTIDNING-NORDISK CELLULOSA, 1969, 72 (10): : 346 - +
  • [48] THIN-LAYER CHROMATOGRAPHY OF SOME HETEROORGANIC COMPOUNDS
    VOBETSKII, M
    NEFEDOV, VD
    SINOTOVA, EN
    [J]. JOURNAL OF GENERAL CHEMISTRY USSR, 1963, 33 (12): : 3963 - &
  • [49] THIN-LAYER CHROMATOGRAPHY OF SOME PLANT PHENOLICS
    JANGAARD, NO
    [J]. JOURNAL OF CHROMATOGRAPHY, 1970, 50 (01): : 146 - &
  • [50] THIN-LAYER CHROMATOGRAPHY OF SOME COUMARIN DERIVATIVES
    TRKOVNIK, M
    KULES, M
    TABAKOVIC, I
    ZECEVIC, M
    [J]. JOURNAL OF CHROMATOGRAPHY, 1976, 128 (01): : 227 - 230