2-(Aryl)-3-furan-2-ylmethyl-thiazolidin-4-ones as selective HIV-RT inhibitors.

作者: Ravindra K. Rawal , Yenamandra S. Prabhakar , S.B. Katti , E. De Clercq

DOI: 10.1016/J.BMC.2005.07.063

关键词:

摘要: A series of 4-thiazolidinones were evaluated as selective inhibitors the HIV-RT enzyme. Our attempt in correlating derived physicochemical properties with inhibitory activity resulted some statistically significant QSAR models good predictive ability. The studies indicated role lipophilicity, dipole moment and out-of-plane potential energy compounds rationalizing activity. One compounds, 1, inhibited enzyme at 0.204 μM concentration minimal toxicity to MT-4 cells.

参考文章(13)
Roger A. Smith, Nils Griebenow, Combinatorial Chemistry and High‐throughput Screening John Wiley & Sons, Ltd. pp. 259- 296 ,(2006) , 10.1002/9783527609321.CH9
Maria L. Barreca, Jan Balzarini, Alba Chimirri, Erik De Clercq, Laura De Luca, Hans Dieter Höltje, Monika Höltje, Anna Maria Monforte, Pietro Monforte, Christophe Pannecouque, Angela Rao, Maria Zappalà, Design, synthesis, structure-activity relationships, and molecular modeling studies of 2,3-diaryl-1,3-thiazolidin-4-ones as potent anti-HIV agents. Journal of Medicinal Chemistry. ,vol. 45, pp. 5410- 5413 ,(2002) , 10.1021/JM020977+
Tumul Srivastava, W Haq, S.B Katti, Carbodiimide mediated synthesis of 4-thiazolidinones by one-pot three-component condensation Tetrahedron. ,vol. 58, pp. 7619- 7624 ,(2002) , 10.1016/S0040-4020(02)00866-9
Maria Letizia Barreca, Alba Chimirri, Laura De Luca, Anna-Maria Monforte, Pietro Monforte, Angela Rao, Maria Zappalà, Jan Balzarini, Erik De Clercq, Christophe Pannecouque, Myriam Witvrouw, Discovery of 2,3-diaryl-1,3-thiazolidin-4-ones as potent anti-HIV-1 agents Bioorganic & Medicinal Chemistry Letters. ,vol. 11, pp. 1793- 1796 ,(2001) , 10.1016/S0960-894X(01)00304-3
Yenamandra S Prabhakar, V Raja Solomon, Ravindra K Rawal, Manish K Gupta, SB Katti, None, CP‐MLR/PLS Directed Structure‐Activity Modeling of the HIV‐1 RT Inhibitory Activity of 2,3‐Diaryl‐1,3‐thiazolidin‐4‐ones Qsar & Combinatorial Science. ,vol. 23, pp. 234- 244 ,(2004) , 10.1002/QSAR.200330854
Rudi Pauwels, Jan Balzarini, Masanori Baba, Robert Snoeck, Dominique Schols, Piet Herdewijn, Jan Desmyter, Erik De Clercq, Rapid and automated tetrazolium-based colorimetric assay for the detection of anti-HIV compounds Journal of Virological Methods. ,vol. 20, pp. 309- 321 ,(1988) , 10.1016/0166-0934(88)90134-6
Ravindra. K. Rawal, Tumul Srivastava, W. Haq, S. B. Katti, An expeditious synthesis of thiazolidinones and tetathiazanones Journal of Chemical Research-s. ,vol. 2004, pp. 368- 369 ,(2004) , 10.3184/0308234041639746
J. Ren, R. Esnouf, E. Garman, D. Somers, C. Ross, I. Kirby, J. Keeling, G. Darby, Y. Jones, D. Stuart, D. Stammers, High resolution structures of HIV-1 RT from four RT-inhibitor complexes. Nature Structural & Molecular Biology. ,vol. 2, pp. 293- 302 ,(1996) , 10.2210/PDB1VRU/PDB
Y. Prabhakar, R. Rawal, M. Gupta, V. Solomon, S. Katti, Topological Descriptors in Modeling the HIV Inhibitory Activity of 2-Aryl-3- pyridyl-thiazolidin-4-ones Combinatorial Chemistry & High Throughput Screening. ,vol. 8, pp. 431- 437 ,(2005) , 10.2174/1386207054546531