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CoMSIA Analysis on The Inhibition Activity of PTP-1B with 3${\beta}$-Hydroxy-12-oleanen-28-oic Acid Analogues  

Kim, Sang-Jin (Department of Cosmetic Science, Daejeon Health Sciences College)
Chung, Young-Ho (Division of Forensic Science, National Institute of Scientific Investigation)
Kim, Se-Gon (Division of Applied Biology and Chemistry, Chungnam National University)
Sung, Nack-Do (Division of Applied Biology and Chemistry, Chungnam National University)
Publication Information
Applied Biological Chemistry / v.51, no.3, 2008 , pp. 171-176 More about this Journal
Abstract
The comparative molecular similarity indices analysis (CoMSIA) models between 3${\beta}$-Hydroxy-12-oleanen-28-oic acid (1-30) analogues as substrate molecule and their inhibitory activities ($pI_{50}$) against protein tyrosine phosphatase (PTP)-1B were derived and discussed quantitatively. Listing in order, the CoMFA>CoMSIA${\geq}$HQSAR>2D-QSAR model, these QSAR models had the better statistical values. The optimized CoMSIA F1 model at grid 3.0${\AA}$ had the best predictability and fitness ($q^2$=0.754 and $r^2$=0.976) by field fit alignment. The order of contribution ratio (%) of CoMSIA fields concerning the inhibitory activities was a H-bond acceptor (48.9%), steric field (25.8%) and hydrophobic field (25.4%), respectively. Therefore, the inhibitory activities of substrate molecules against PTP-1B were dependent upon H-bond acceptor field (A) of $R_4$-group. From the analytical results of CoMSIA contour maps, oleanolic acid derivatives will have better inhibition activities if $R_1$ group has H-bond acceptor disfavor, $R_3$group has steric disfavor and $R_4$ group has steric, hydrophobic, H-bond favor.
Keywords
3${\beta}$-Hydroxy-12-oleanen-28-oic acids; PTP-1B inhibitory activity; CoMSIA analysis;
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