雄烯衍生物的高效薄层色谱法。正相薄层色谱保留数据在定量构效关系研究中的应用。

HPTLC chromatography of androstene derivates. Application of normal phase thin-layer chromatographic retention data in QSAR studies.

作者信息

Perisić-Janjić Nada U, Djaković-Sekulić Tatjana Lj, Stojanović Srdjan Z, Penov-Gasi Katarina M

机构信息

Department of Chemistry, Faculty of Sciences, University of Novi Sad, Trg Dositeja Obradovića 3, 21000 Novi Sad, Serbia and Montenegro.

出版信息

Steroids. 2005 Mar;70(3):137-44. doi: 10.1016/j.steroids.2004.11.002.

DOI:10.1016/j.steroids.2004.11.002

PMID:15763591

Abstract

The chromatographic behavior of seven 16-oximino derivatives of 3beta-hydropxy-5-androstene have been investigated using the normal-phase (NP) HPTLC chromatographic mode of the type silica-non-polar diluent (benzene)-polar modifier (acetonitrile, ethyl acetate, or dioxane). The linear relationship between the retention constants (R(M)) and the logarithm of the organic modifier content in the mobile phase allowed for the calculation of R(M)0 values. The influence of substituent in the molecule on extrapolated retention data is discussed. To better understand the retention mechanism in the separation of androstene compounds, the functional group contributions (tauX) were compared with Hansch substituent constants (pi). An attempt to quantitate the lipophilicity of the investigated compounds using normal phase thin-layer chromatographic R(M)0 value was made. Also, the relative lipophilicity values determined previously by RPC as well as activity were compared with NPC data.

摘要

采用硅胶-非极性稀释剂（苯）-极性改性剂（乙腈、乙酸乙酯或二氧六环）类型的正相（NP）高效薄层色谱模式，研究了7种3β-羟基-5-雄烯的16-肟衍生物的色谱行为。保留常数（R(M)）与流动相中有机改性剂含量的对数之间的线性关系使得R(M)0值的计算成为可能。讨论了分子中取代基对外推保留数据的影响。为了更好地理解雄烯化合物分离中的保留机制，将官能团贡献（tauX）与Hansch取代基常数（π）进行了比较。尝试使用正相薄层色谱R(M)0值对所研究化合物的亲脂性进行定量。此外，还将先前通过反相色谱法测定的相对亲脂性值以及活性与正相色谱数据进行了比较。