QSAR model of triterpene derivatives as potent anti-HIV agents

Molecular Simulation

Volumn 34, Issue 7, 2008, Pages 651-659

  Su, Qing ^a   Xu, Xiaohong ^a   Zhou, Lu ^b  

^a CHENGDU MEDICAL COLLEGE   (China)

^b SICHUAN UNIVERSITY   (China)

Author keywords

Anti HIV; Artificial neural networks; QSAR; Triterpene derivatives

Indexed keywords

ARTIFICIAL INTELLIGENCE; FOOD PROCESSING; FORECASTING; HELIUM; MATHEMATICAL MODELS; MOLECULAR GRAPHICS; NEURAL NETWORKS; REGRESSION ANALYSIS; SULFUR COMPOUNDS;

ANN MODELING; ANTI-HIV; ANTI-HIV ACTIVITY; ANTI-HIV AGENTS; ARTIFICIAL NEURAL NETWORKS; DESCRIPTORS; HUMAN IMMUNO DEFICIENCY VIRUS; LINEAR MODELING; MULTIPLE LINEAR REGRESSION; NON-LINEAR MODELING; QSAR; QSAR MODELING; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; ROOT MEAN SQUARE ERROR; TRAINING SETS; TRITERPENE; TRITERPENE DERIVATIVES; TRITERPENES;

BACKPROPAGATION;

EID: 49649097906     PISSN: 08927022     EISSN: 10290435     Source Type: Journal    
DOI: 10.1080/08927020802036054     Document Type: Article

References (23)

1. D. Boden, A. Hurley, L. Zhang, Y. Cao, Y. Guo, E. Jones, J. Tsay, J. Ip, C. Farthing, K. Limoli, N. Parkin, and M. Markowitz, HIV-1 drug resistance in newly infected individuals, J. Am, Med. Assoc. 282 (1999), pp. 1135-1141.
2. M. Louie and M. Markowitz, Goals and milestones during treatment of HIV-I infection with antiretroviral therapy: Apathogenesis-based perspective, Antiviral Res. 55 (2002), pp. 15-25.
3. Y. Kashiwada, F. Hashimoto, L.M. Cosentino, C.-H. Chen, P.E. Garrett, and K.-H. Lee, Betulinic acid and dihydrobetulinic acid derivatives as potent anti-HIV agents, J. Med. Chem. 39 (1996), pp. 1016-1017.
4. C. Aiken and C.H. Chen, Betulinic acid derivatives as HIV-1 antivirals, Trends MoI. Med. 11 (2005), pp. 31-36.
5. F. Soler, C. le Poujade, M. Evers, J.-C. Carry, Y. Henin, A. Bousseau, T. Huet, R. Pauwels, E. De Clercq, J.-F. Mayaux et al., Betulinic acid derivatives: A new class of specific inhibitors of human immunodeficiency virus type 1 entry, J. Med. Chem. 39 (1996), pp. 1069-1083.'
6. I.-C. Sun, C.-H. Chen, Y. Kashiwada, J.-H. Wu, H.-K. Wang, and K.-H. Lee, Anti-AIDS agents 49.1 synthesis, anti-HIV, and antifusion activities of IC9564 analogues based on betulinic acid, J. Med. Chem. 45 (2002), pp. 4271-4275.
7. M. Evers, C. le Poujade, F. Soler, Y. Ribeill, C. James, Y. Lelievre, J.-C. Gueguen, D. Reisdorf, I. Morize, R. Pauwels et al., Betulinic acid derivatives: A new class of human immunodeficiency virus type 1 specific inhibitors with a new mode of action, J. Med. Chem. 39 (1996), pp. 1056-1068.
8. L. Huang, X. Yuan, C. Aiken, and C.-H. Chen, Bifunctional antihuman immunodeficiency virus type I small molecules with two novel mechanisms of action, Antimicrob. Agents Chemother. 48 (2004), pp. 663-665.
9. L. Huang, P. Ho, K.-H. Lee, and C.-H. Chen, Synthesis and antiHIV activity of bi-functional betulinic acid derivatives, Bioorg. Med. Chem. 14 (2006), pp. 2279-2289.
10. B. Labrosse, C. Treboute, and M. Alizon, Sensitivity toChem.nonpeptidic compound (RPR103611) blocking human immunodeficiency virus type 1 env-mediated fusion depends on sequence and accessibility of the gp41 loop region, J. Virol. 74 (2000), pp. 2142-2150.
11. S.L. Holz-Smith, I.C. Sun, L. Jin, T.J. Mathews, K.H. Lee, and C.H. Chen, Role of human immunodeficiency virus (HIV) type 1 envelop in the anti-HIV activity of the betulinic acid derivative IC9564, Antimicrob. Agents Chemother. 45 (2001), pp. 60-66.
12. T. Pengsuparp, L. Cai, H. Constant, H.H.S. Fong, L.Z. Lin, A.D. Kinghom, J.M. Pezzuto, G.A. Cordell, K. Ingolfsdottir, H. Wagner et al., Mechanistic evaluation of new plant-derived compounds that inhibit HlV-I reverse transcriptase, J. Nat. Prod. 58 (1995), pp. 1024-1031.
13. T. Pengsuparp, L. Cai, H.H.S. Fong, A.D. Kinghom, J.M. Pezzuto, M.C. Wani, and M.E. Wall, Pentacyclic triterpenes derived from Maprounea africana are potent inhibitors of HIV-1 reverse transcriptase, J. Nat. Prod. 57 (1994), pp. 415-418.
14. L. Quere, T. Wenger, and H.J. Schramm, Triterpenes as potential dimerization inhibitors of HIV-I protease, Biochem. Biophys. Res. Commun. 227 (1996), pp. 484-488.
15. H.X. Xu, D.S. Ming, H. Dong, and P.P. But, A new anti-HIV triterpene from Geum japonicum, Chem. Pharm. Bull. 48 (2000), pp. 1367-1369.
16. D. Yu, Y. Sakurai, C.H. Chen, F.-R. Chang, L. Huang, Y. Kashiwada, K.H. Lee, Anti-AIDS agents 69. Moronic acid and other triterpene derivatives as novel potent anti-HIV agents, J. Med. Chem. 49 (2006), pp. 5462-5469.
17. T. Fujioka, Y. Kashiwada, R.E. Kilkuskle, L.M. Cosentino, L.M. Bailas, J.B. Jiang, W.P. Janzen, I.S. Chen, and K.H. Lee, Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids, J. Nat. Prod. 57 (1994), pp. 243-247.
18. F. Hashimoto, Y. Kashiwada, L.M. Cosentino, C.-H. Chen, P.E. Garrett, and K.-H. Lee, Anti-AIDS agents-XXVII synthesis and anti-HIV activity of betulinic acid and dihydrobetulinic acid derivatives, Bioorg. Med. Chem. 5 (1997), pp. 2133-2143.
19. Y. Kashiwada, H.-K. Wang, T. Nagao, S. Kitanaka, I. Yasuda, T. Fujioka, T. Yamagishi, L.M. Cosentino, M. Kozuka, H. Okabe et al., Anti-AIDS agents 30. Anti-HIV activity of oleanolic acid, pomolic acid, and structurally related triterpenoids, J. Nat. Prod. 61 (1998), pp. 1090-1095.
20. Y. Kashiwada, T. Nagao, A. Hashimoto, Y. Ikeshiro, H. Okabe, L.M. Cosentino, and K.-H. Lee, Anti-AIDS agents 38. Anti-HIV activity of 3-O-acyl Ursolic acid derivatives, J. Nat. Prod. 63 (2000), pp. 1619-1622.
21. P. Thanikaivelan, V. Subramanian, J.R. Rao, and B.U. Nair, Application of quantum chemical descriptor in quantitative structure activity and structure property relationship, Chem. Phys. Lett. 323 (2000), pp. 59-70.
22. M.T. Hagan, H.B. Demuth, and M.H. Beale, Neural Network Design, Boston (MA), PWS Publishing, 1996.
23. F.R. Burden and D.A. Winkler, Robust QSAR models using Bayesian regularized neural networks, J. Med. Chem. 42 (1999), pp.3183-3187.