Limits...
Synthesis and RP HPLC studies of biologically active semicarbazides and their cyclic analogues 1,2,4-triazol-3-ones.

Pitucha M, Matysiak J, Senczyna B - Monatsh. Chem. (2012)

Bottom Line: The compounds showed regular retention behaviour in three chromatographic systems; their log k values decreased linearly with the increasing concentration of an organic modifier in the mobile phase.Differences between log k w values from the octadecyl stationary phase of corresponding cyclic and linear derivatives are constant, and they are related to the mechanism of synthesis of 1,2,4-triazol-3-ones from linear substrate semicarbazides, which was confirmed by modelling studies.Good correlations between log k w parameters obtained by RP-8 or RP-18 and determined by the computational approach log P were found.

View Article: PubMed Central - PubMed

Affiliation: Department of Organic Chemistry, Medical University of Lublin, Lublin, Poland.

ABSTRACT

Abstract: The retention behaviour of semicarbazides and their cyclic analogues 1,2,4-triazol-3-ones, has been investigated by RP-8, RP-18 and IAM HPLC. The structures of new derivatives were proved by elemental analyses, IR, (1)H NMR and (13)C NMR spectroscopy. The compounds showed regular retention behaviour in three chromatographic systems; their log k values decreased linearly with the increasing concentration of an organic modifier in the mobile phase. The ratio of the intercept (log k w) to the slope of compounds is constant and the same for both groups of compounds on C18 and IAM stationary phases. Differences between log k w values from the octadecyl stationary phase of corresponding cyclic and linear derivatives are constant, and they are related to the mechanism of synthesis of 1,2,4-triazol-3-ones from linear substrate semicarbazides, which was confirmed by modelling studies. Good correlations between log k w parameters obtained by RP-8 or RP-18 and determined by the computational approach log P were found.

No MeSH data available.


Relationship between the intercept (log kw) and slopes (−S) of both groups of compounds (a and b) obtained by RP-8 stationary phase (Eq. 8)
© Copyright Policy
Related In: Results  -  Collection


getmorefigures.php?uid=PMC4495053&req=5

Fig3: Relationship between the intercept (log kw) and slopes (−S) of both groups of compounds (a and b) obtained by RP-8 stationary phase (Eq. 8)

Mentions: The best results were obtained for the C-18 stationary phase (Eqs. 3, 6). However, in all cases congenerity of compounds was confirmed. The slopes of Eqs. 2 and 5, 3 and 6, as well as 4 and 7 are similar. This may indicate the same retention mechanism of both studied compounds in these chromatographic systems. The relationships between the intercept (log kw) and the slope (–S) of both groups of compounds for three chromatographic systems are presented in Figs. 3, 4 and 5.Fig. 3


Synthesis and RP HPLC studies of biologically active semicarbazides and their cyclic analogues 1,2,4-triazol-3-ones.

Pitucha M, Matysiak J, Senczyna B - Monatsh. Chem. (2012)

Relationship between the intercept (log kw) and slopes (−S) of both groups of compounds (a and b) obtained by RP-8 stationary phase (Eq. 8)
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC4495053&req=5

Fig3: Relationship between the intercept (log kw) and slopes (−S) of both groups of compounds (a and b) obtained by RP-8 stationary phase (Eq. 8)
Mentions: The best results were obtained for the C-18 stationary phase (Eqs. 3, 6). However, in all cases congenerity of compounds was confirmed. The slopes of Eqs. 2 and 5, 3 and 6, as well as 4 and 7 are similar. This may indicate the same retention mechanism of both studied compounds in these chromatographic systems. The relationships between the intercept (log kw) and the slope (–S) of both groups of compounds for three chromatographic systems are presented in Figs. 3, 4 and 5.Fig. 3

Bottom Line: The compounds showed regular retention behaviour in three chromatographic systems; their log k values decreased linearly with the increasing concentration of an organic modifier in the mobile phase.Differences between log k w values from the octadecyl stationary phase of corresponding cyclic and linear derivatives are constant, and they are related to the mechanism of synthesis of 1,2,4-triazol-3-ones from linear substrate semicarbazides, which was confirmed by modelling studies.Good correlations between log k w parameters obtained by RP-8 or RP-18 and determined by the computational approach log P were found.

View Article: PubMed Central - PubMed

Affiliation: Department of Organic Chemistry, Medical University of Lublin, Lublin, Poland.

ABSTRACT

Abstract: The retention behaviour of semicarbazides and their cyclic analogues 1,2,4-triazol-3-ones, has been investigated by RP-8, RP-18 and IAM HPLC. The structures of new derivatives were proved by elemental analyses, IR, (1)H NMR and (13)C NMR spectroscopy. The compounds showed regular retention behaviour in three chromatographic systems; their log k values decreased linearly with the increasing concentration of an organic modifier in the mobile phase. The ratio of the intercept (log k w) to the slope of compounds is constant and the same for both groups of compounds on C18 and IAM stationary phases. Differences between log k w values from the octadecyl stationary phase of corresponding cyclic and linear derivatives are constant, and they are related to the mechanism of synthesis of 1,2,4-triazol-3-ones from linear substrate semicarbazides, which was confirmed by modelling studies. Good correlations between log k w parameters obtained by RP-8 or RP-18 and determined by the computational approach log P were found.

No MeSH data available.