Olivero-Verbel Jesús, Pacheco-Londoño Leonardo
Environmental and Computational Chemistry Group, Department of Chemistry, University of Cartagena, Cartagena, Colombia, South America.
J Chem Inf Comput Sci. 2002 Sep-Oct;42(5):1241-6. doi: 10.1021/ci020363d.
Quantitative structure-activity relationship (QSAR) models are useful in providing a biochemical understanding of the biological activity of natural and synthetic chemicals based solely on molecular structure. One- to three-parameter multiregression equations were generated for three different groups of flavonoids to model experimental flavonoid-induced cytotoxicity and inhibition of human immunodeficiency virus I replication in lymphocyte-infected cells, using quantum chemical and geometrical parameters derived from optimized molecular structures. Both biological properties were basically dependent on electronic parameters describing charge distribution on the two fused rings of the flavonoid molecule. Atomic charges in C3 and the carbonyl carbon as well as the dipolar moment were important electronic descriptors to define the studied biological properties of flavonoids.
定量构效关系（QSAR）模型有助于仅基于分子结构对天然和合成化学品的生物活性进行生化理解。利用从优化分子结构中得出的量子化学和几何参数，为三类不同的黄酮类化合物生成了一到三个参数的多元回归方程，以模拟实验性黄酮类化合物诱导的细胞毒性以及在淋巴细胞感染细胞中对人类免疫缺陷病毒I复制的抑制作用。这两种生物学特性基本上都取决于描述黄酮类分子两个稠合环上电荷分布的电子参数。C3和羰基碳中的原子电荷以及偶极矩是定义所研究的黄酮类化合物生物学特性的重要电子描述符。
