Anti-AIDS agents 49. Synthesis, anti-HIV, and anti-fusion activities of IC9564 analogues based on betulinic acid.
Publication
, Journal Article
Sun, I-C; Chen, C-H; Kashiwada, Y; Wu, J-H; Wang, H-K; Lee, K-H
Published in: J Med Chem
September 12, 2002
The betulinic acid derivative IC9564 inhibits human immunodeficiency virus (HIV)-1 entry. Among a series of IC9564 derivatives, 5 and 20 were the most promising compounds against HIV infection with EC(50) values of 0.33 and 0.46 microM, respectively. Both compounds inhibited syncytium formation with EC(50) values of 0.40 and 0.33 microM, respectively. The comparable EC(50) values in the two assays suggested that these compounds are fusion inhibitors. The structure-activity relationship data also indicated that a double bond in IC9564 can be eliminated and the statine moiety can be replaced with L-leucine while retaining anti-HIV activity.
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Published In
J Med Chem
DOI
ISSN
0022-2623
Publication Date
September 12, 2002
Volume
45
Issue
19
Start / End Page
4271 / 4275
Location
United States
Related Subject Headings
- Triterpenes
- Structure-Activity Relationship
- Pentacyclic Triterpenes
- Membrane Fusion
- Medicinal & Biomolecular Chemistry
- Leucine
- HIV-1
- HIV Fusion Inhibitors
- Chlorocebus aethiops
- COS Cells
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Sun, I.-C., Chen, C.-H., Kashiwada, Y., Wu, J.-H., Wang, H.-K., & Lee, K.-H. (2002). Anti-AIDS agents 49. Synthesis, anti-HIV, and anti-fusion activities of IC9564 analogues based on betulinic acid. J Med Chem, 45(19), 4271–4275. https://doi.org/10.1021/jm020069c
Sun, I-Chen, Chin-Ho Chen, Yoshiki Kashiwada, Jiu-Hong Wu, Hui-Kang Wang, and Kuo-Hsiung Lee. “Anti-AIDS agents 49. Synthesis, anti-HIV, and anti-fusion activities of IC9564 analogues based on betulinic acid.” J Med Chem 45, no. 19 (September 12, 2002): 4271–75. https://doi.org/10.1021/jm020069c.
Sun I-C, Chen C-H, Kashiwada Y, Wu J-H, Wang H-K, Lee K-H. Anti-AIDS agents 49. Synthesis, anti-HIV, and anti-fusion activities of IC9564 analogues based on betulinic acid. J Med Chem. 2002 Sep 12;45(19):4271–5.
Sun, I. Chen, et al. “Anti-AIDS agents 49. Synthesis, anti-HIV, and anti-fusion activities of IC9564 analogues based on betulinic acid.” J Med Chem, vol. 45, no. 19, Sept. 2002, pp. 4271–75. Pubmed, doi:10.1021/jm020069c.
Sun I-C, Chen C-H, Kashiwada Y, Wu J-H, Wang H-K, Lee K-H. Anti-AIDS agents 49. Synthesis, anti-HIV, and anti-fusion activities of IC9564 analogues based on betulinic acid. J Med Chem. 2002 Sep 12;45(19):4271–4275.
Published In
J Med Chem
DOI
ISSN
0022-2623
Publication Date
September 12, 2002
Volume
45
Issue
19
Start / End Page
4271 / 4275
Location
United States
Related Subject Headings
- Triterpenes
- Structure-Activity Relationship
- Pentacyclic Triterpenes
- Membrane Fusion
- Medicinal & Biomolecular Chemistry
- Leucine
- HIV-1
- HIV Fusion Inhibitors
- Chlorocebus aethiops
- COS Cells