A study of neolignan compounds with biological activity against Paracoccidioides brasiliensis by using quantum chemical and chemometric methods

Journal of the Brazilian Chemical Society

Ademir J. Camargo²  Káthia M. Honório²  Ricardo Mercadante¹  Fábio A. Molfetta²  Cláudio N. Alves¹  Albérico B. F. Da Silva² 

[1] ,Universidade de São Paulo Instituto de Química de São Carlos São Carlos SP ,Brazil

关键词: neolignans;    Paracoccidioides brasiliensis;    AM1;    PCA;    HCA;    KNN;   

DOI  :  10.1590/S0103-50532003000500017

来源: SciELO

【 摘 要 】

Chemometric (statistical) methods are employed to classify a set of neolignan compounds with activity against Paracoccidioides brasiliensis. The AM1 (Austin Model 1) method was used to calculate a set of molecular descriptors (properties) of the neolignan compounds under study. The descriptors were further analyzed using Principal Components Analysis (PCA), Hierarchical Cluster Analysis (HCA) and K-Nearest Neighbor (KNN) chemometric methods. The PCA and HCA methods were quite efficient to classify the compounds into two groups (active and inactive) and three descriptors were found to be important in the classification: the highest occupied molecular orbital energy (E HOMO), the bond order between C1'-R7 atoms (L14) and the bond order between C5' -R6 atoms (L22). The three variables responsible for the separation between active and inactive compounds are all electronic descriptors, therefore we can conclude that electronic effects should have an important role when one is trying to understand the activity of neolignan compounds against Paracoccidioides brasiliensis.

【 授权许可】

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