Synthesis and activity of new acylated diaminohydroxyalkanes as human immunodeficiency virus protease inhibitors

Arzneimittel-Forschung/Drug Research

Volumn 50, Issue 6, 2000, Pages 564-568

  Marastoni, Mauro ^a   Bazzaro, Martina ^a   Bortolotti, Fabrizio ^a   Tomatis, Roberto ^a  

^a UNIVERSITY OF FERRARA   (Italy)

Author keywords

HIV 1 protease inhibitors; Peptidomimetics

Indexed keywords

DIAMINO ACID; DIAMINOHYDROXYALKANE DERIVATIVE; PROTEINASE; PROTEINASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION;

EID: 0033946219     PISSN: 00044172     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0031-1300250     Document Type: Article

References (13)

1. [1] Stein, D., Fish, D., Bilello, J. et al., A 24-week Open-Label Phase I/II Evaluation of the HIV Protease Inhibitor MK-639. AIDS 10, 485 (1996)
2. [2] McDougal, D., Antiretroviral therapy. J. Int. Ass. Physicians AIDS Care 2, 6 (1996)
3. [3] Thaisrivongs, S., HIV Protease Inhibitors. Annu. Rep. Med. Chem. 29, 133 (1994)
4. [4] Boeheme, R. E., Borthwick, A. D., Wyatt, P. G., Antiviral Agents. Annu. Rep. Med. Chem. 30, 139 (1995)
5. [5] Kempf, D., Sham, H., Marsh, K. et al., Discovery of Ritonavir, a Potent Inhibitor of HIV Protease. J. Med. Chem. 41, 602 (1998)
6. 2 Symmetrical Hydroxyalkylgem-Diamino Core Structure. J. Peptide Res. 49, 538 (1997)
7. [7] Marastoni, M., Salvadori, S., Tomatis, R., Structure-Activity Relationships of HIV Protease Inhibitors Containing Gem-Diaminoserine Core Unit. Arzneim.-Forsch./Drug Res. 48 (I), 709 (1998)
8. [8] Marastoni, M., Bazzaro, M., Tomatis, R., Simmetry-Based Inhibitors of HIV Protease. Design, Synthesis and Preliminar Structure-Activity Studies of Acylated 2,3-Diamino-1-Hydroxypropanes and 2,4 Diamino-1-Hydroxybutanes. Eur. J. Med. Chem. 34, 651 (1999)
9. [9] Schechter, I., Berger, A., On the Size of the Active Site in Proteases. I. Papain. Biochem. Biophys. Res. Commun. 27, 157 (1967)
10. [10] IUPAC-IUB Commission on Biochemical Nomenclature. Eur. J. Biochem. 138, 9 (1984)
11. [11] Marastoni, M., Salvadori, S., Balboni, G. et al., Structure-Activity Relationships of Cyclic and Linear Peptide T Analogues. Int. J. Peptide Protein Res. 41, 447 (1993)
12. [12] Thompson, W. J., Fizgerald, P. M., Holloway, M. K. et al., Synthesis and Antiviral Activity of a Series of HIV-1 Protease Inhibitors with Functionality Thetered to the P1 or P1' Phenyl Substituents: X-ray Cristal Structure Assisted Design. J. Med. Chem. 35, 1685 (1992)
13. [13] Barrish, J. C., Gordon, E., Alan, M. et al., Aminodiol HIV Protease Inhibitors. Design, Synthesis and Preliminary SAR. J. Med. Chem. 37, 1758 (1994)