QSAR for anti-HIV activity of HEPT derivatives
作者： H. Bazoui , M. Zahouily , S. Boulajaaj , S. Sebti , D. Zakarya
DOI: 10.1080/1062936021000020035
关键词: Quantitative structure–activity relationship 、 Thymine 、 Chemistry 、 Anti hiv activity 、 Stereochemistry 、 Linear regression 、 Steric effects
摘要: QSARs were derived for 103 analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT), a potent inhibitor the HIV-1 reverse transcriptase (RT). The activity these compounds was investigated by means multiple linear regression (MLR) and artificial neural network (ANN) techniques. Considering relevant descriptors obtained from MLR, correlation coefficient 0.92 ( n =95) with 4-5-1 ANN model. contribution each descriptor to structure-activity relationships evaluated. results showed that anti-HIV HEPT derivatives strongly dependent on hydrophobic character also steric factors substituents.
sci-hub.se 参考文章(31)
David E. Rumelhart, Geoffrey E. Hinton, Ronald J. Williams, Learning representations by back-propagating errors Nature. ,vol. 323, pp. 696- 699 ,(1988) , 10.1038/323533A0
Driss Cherqaoui, M'Hamed Esseffar, Didier Villemin, Jean-Michel Cense, Maurice Chastrette, Driss Zakarya, Structure-musk odour relationship studies of tetralin and indan compounds using neural networks New Journal of Chemistry. ,vol. 22, pp. 839- 843 ,(1998) , 10.1039/A709269E
Dmitri B. Kireev, Jacques R. Chrétien, David S. Grierson, Claude Monneret, A 3D QSAR study of a series of HEPT analogues: the influence of conformational mobility on HIV-1 reverse transcriptase inhibition. Journal of Medicinal Chemistry. ,vol. 40, pp. 4257- 4264 ,(1997) , 10.1021/JM970110P
D. Zakarya, L. Farhaoui, S. Fkih-Tetouani, Structure-enantioselectivity relationships using neural networks for the reduction of carbonyl compounds with baker's yeast Tetrahedron Letters. ,vol. 35, pp. 4985- 4988 ,(1994) , 10.1016/S0040-4039(00)73299-0
Corwin Hansch, Litai Zhang, QSAR of HIV inhibitors Bioorganic & Medicinal Chemistry Letters. ,vol. 2, pp. 1165- 1169 ,(1992) , 10.1016/S0960-894X(00)80640-X
Hiromichi Tanaka, Masanori Baba, Shigeru Saito, Tadashi Miyasaka, Hideaki Takashima, Kouichi Sekiya, Masaru Ubasawa, Issei Nitta, Richard T. Walker, Specific anti-HIV-1 "acyclonucleosides" which cannot be phosphorylated: synthesis of some deoxy analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine. Journal of Medicinal Chemistry. ,vol. 34, pp. 1508- 1511 ,(1991) , 10.1021/JM00108A041
Andre Normandin, Bernard P. A. Grandjean, Jules Thibault, PVT data analysis using neural network models Industrial & Engineering Chemistry Research. ,vol. 32, pp. 970- 975 ,(1993) , 10.1021/IE00017A029
Hiromichi Tanaka, Hideaki Takashima, Masaru Ubasawa, Kouichi Sekiya, Issei Nitta, Masanori Baba, Shiro Shigeta, Richard T. Walker, Erik De Clercq, Tadashi Miyasaka, Structure-activity relationships of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine analogues: effect of substitutions at the C-6 phenyl ring and at the C-5 position on anti-HIV-1 activity. Journal of Medicinal Chemistry. ,vol. 35, pp. 337- 345 ,(1992) , 10.1021/JM00080A020
M. Baba, H. Tanaka, E. De Clercq, R. Pauwels, J. Balzarini, D. Schols, H. Nakashima, C.-F. Perno, R.T. Walker, T. Miyasaka, Highly specific inhibition of human immunodeficiency virus type 1 by a novel 6-substituted acyclouridine derivative Biochemical and Biophysical Research Communications. ,vol. 165, pp. 1375- 1381 ,(1989) , 10.1016/0006-291X(89)92756-3
H. TANAKA, M. BABA, M. UBASAWA, H. TAKASHIMA, K. SEKIYA, I. NITTA, S. SHIGETA, R. T. WALKER, E. DE CLERCQ, T. MIYASAKA, Synthesis and Anti‐HIV Activity of 2‐, 3‐, and 4‐Substituted Analogues of 1‐((2‐Hydroxyethoxy)methyl)‐6‐(phenylthio)thymine (HEPT). ChemInform. ,vol. 22, ,(1991) , 10.1002/CHIN.199142221