View : 37 Download: 0

The development of 3D-QSAR study and recursive partitioning of heterocyclic quinone derivatives with antifungal activity

Title
The development of 3D-QSAR study and recursive partitioning of heterocyclic quinone derivatives with antifungal activity
Authors
Choi S.-Y.Shin J.H.Ryu C.K.Nam K.-Y.No K.T.Park Choo H.-Y.
Ewha Authors
유충규박혜영
SCOPUS Author ID
유충규scopus; 박혜영scopus
Issue Date
2006
Journal Title
Bioorganic and Medicinal Chemistry
ISSN
0968-0896JCR Link
Citation
vol. 14, no. 5, pp. 1608 - 1617
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
It was reported that some 1,4-quinone derivatives such as 6-(N-arylamino)-7-chloro/6,7-bis[S-(aryl)thio]-5,8-quinolinedione and 6-arylthio-/5,6-arylamino-4,7-dioxobenzothiazoles have antifungal effects. To understand the structural basis for antifungal activity and guide in the design of more potent agents, we performed three-dimensional quantitative structure-activity relationship studies for a series of compounds using comparative molecular field analysis (CoMFA). The MIC values of 1,4-quinone derivatives on Aspergillus niger exhibited a strong correlation with steric and electrostatic factors of the 3D structure of molecules. The statistical results of the training set, cross-validated q 2 (0.683) and conventional r 2 (0.877) values, gave reliability to the prediction of inhibitory activity of a series of compounds. We also performed recursive partitioning (RP) analysis, used for the classification of molecules with activity using CART methods. Physicochemical, structural, and topological connectivity indices and E-state key descriptors were used for obtaining the decision tree models. The decision tree could classify the inhibitory activity of 1,4-quinone derivatives and its essential descriptors were S_aaN, Hbond donor, and Kappa-3. © 2005 Elsevier Ltd. All rights reserved.
DOI
10.1016/j.bmc.2005.10.010
Appears in Collections:
약학대학 > 약학과 > Journal papers
Files in This Item:
There are no files associated with this item.
Export
RIS (EndNote)
XLS (Excel)
XML


qrcode

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.

BROWSE