QSAR ANALYSIS IN 2,4-DIAMINO-6,7-DIMETHOXY QUINOLINE DERIVATIVES - ALPHA-1-ADRENOCEPTOR ANTAGONISTS - USING THE PARTIAL LEAST-SQUARES (PLS) METHOD AND THEORETICAL MOLECULAR DESCRIPTORS

被引：12

作者：

COCCHI, M ^{[1
]}

MENZIANI, MC ^{[1
]}

RASTELLI, G ^{[1
]}

DEBENEDETTI, PG ^{[1
]}

机构：

[1] UNIV MODENA,DIPARTMENTO CHIM,VIA CAMPI 183,I-41100 MODENA,ITALY

来源：

QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIPS | 1990年 / 9卷 / 04期

关键词：

QSAR; THEORETICAL DESCRIPTORS; MO-INDEX; AM1; PLS; ALPHA-1-ADRENOCEPTOR; QUINOLINE;

D O I：

10.1002/qsar.19900090408

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Theoretical molecular descriptors were derived for fifteen 2,4-diamino-6,7-dimethoxy quinoline derivatives-alpha-1-adrenoceptor antagonists both from molecular orbital indices (AM1) and modelling of molecular shape (QUANTA 2.1.A). Quantitative structure-activity relationships (QSAR) were obtained between the theoretical descriptors and the alpha-1-binding affinities (from literature) by using the Partial Least squares (PLS) method. The QSAR model obtained is satisfying both from a predictive and interpretative point of view and clearly depicts the role of the protonated quinoline nucleus at the alpha-1-adrenoceptor. In fact, the more electrophilic the N1-H (+) group, the higher the alpha-1-binding affinity. Furthermore, it suggests that hydrophobicity is a second key feature for an effective receptor interaction.

引用

页码：340 / 345

页数：6

共 20 条

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