Incorporation of Privileged Structures into Bevirimat Can Improve Activity against Wild-Type and Bevirimat-Resistant HIV-1.
Publication
, Journal Article
Zhao, Y; Gu, Q; Morris-Natschke, SL; Chen, C-H; Lee, K-H
Published in: J Med Chem
October 13, 2016
Two "privileged fragments", caffeic acid and piperazine, were integrated into bevirimat producing new derivatives with improved activity against HIV-1/NL4-3 and NL4-3/V370A carrying the most prevalent bevirimat-resistant polymorphism. The activity of one of these, 18c, was increased by 3-fold against NL4-3 and 51-fold against NL4-3/V370A. Moreover, 18c is a maturation inhibitor with improved metabolic stability. Our study suggested that integration of privileged motifs into promising natural product skeletons is an effective strategy for discovering potent derivatives.
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Published In
J Med Chem
DOI
EISSN
1520-4804
Publication Date
October 13, 2016
Volume
59
Issue
19
Start / End Page
9262 / 9268
Location
United States
Related Subject Headings
- Virus Replication
- Triterpenes
- Succinates
- Piperazines
- Piperazine
- Medicinal & Biomolecular Chemistry
- Humans
- HIV-1
- HIV Infections
- Drug Resistance, Viral
Citation
APA
Chicago
ICMJE
MLA
NLM
Zhao, Y., Gu, Q., Morris-Natschke, S. L., Chen, C.-H., & Lee, K.-H. (2016). Incorporation of Privileged Structures into Bevirimat Can Improve Activity against Wild-Type and Bevirimat-Resistant HIV-1. J Med Chem, 59(19), 9262–9268. https://doi.org/10.1021/acs.jmedchem.6b00461
Zhao, Yu, Qiong Gu, Susan L. Morris-Natschke, Chin-Ho Chen, and Kuo-Hsiung Lee. “Incorporation of Privileged Structures into Bevirimat Can Improve Activity against Wild-Type and Bevirimat-Resistant HIV-1.” J Med Chem 59, no. 19 (October 13, 2016): 9262–68. https://doi.org/10.1021/acs.jmedchem.6b00461.
Zhao Y, Gu Q, Morris-Natschke SL, Chen C-H, Lee K-H. Incorporation of Privileged Structures into Bevirimat Can Improve Activity against Wild-Type and Bevirimat-Resistant HIV-1. J Med Chem. 2016 Oct 13;59(19):9262–8.
Zhao, Yu, et al. “Incorporation of Privileged Structures into Bevirimat Can Improve Activity against Wild-Type and Bevirimat-Resistant HIV-1.” J Med Chem, vol. 59, no. 19, Oct. 2016, pp. 9262–68. Pubmed, doi:10.1021/acs.jmedchem.6b00461.
Zhao Y, Gu Q, Morris-Natschke SL, Chen C-H, Lee K-H. Incorporation of Privileged Structures into Bevirimat Can Improve Activity against Wild-Type and Bevirimat-Resistant HIV-1. J Med Chem. 2016 Oct 13;59(19):9262–9268.
Published In
J Med Chem
DOI
EISSN
1520-4804
Publication Date
October 13, 2016
Volume
59
Issue
19
Start / End Page
9262 / 9268
Location
United States
Related Subject Headings
- Virus Replication
- Triterpenes
- Succinates
- Piperazines
- Piperazine
- Medicinal & Biomolecular Chemistry
- Humans
- HIV-1
- HIV Infections
- Drug Resistance, Viral