Antitumor Agents. 207. Design, Synthesis, and Biological Testing of 4β-Anilino-2-fluoro-4‘-demethylpodophyllotoxin Analogues as Cytotoxic and Antiviral Agents

2-Fluoropodophyllotoxin (11) and several 4β-anilino-2-fluoro-4‘-O-demethyl analogues were synthesized and evaluated in both antineoplastic and antiviral assays. These compounds were moderately active against some cancer cell lines, but they were less active than the corresponding nonfluorinated anal...

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Bibliographic Details
Published in:Journal of medicinal chemistry 2001-04, Vol.44 (9), p.1422-1428
Main Authors: VanVliet, David S, Tachibana, Yoko, Bastow, Kenneth F, Huang, Eng-Shang, Lee, Kuo-Hsiung
Format: Article
Language:English
Subjects:
Analysis
Antibiotics. Antiinfectious agents. Antiparasitic agents
Antiviral agents
Biological and medical sciences
General pharmacology
Medical sciences
Pharmacology. Drug treatments
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Summary:2-Fluoropodophyllotoxin (11) and several 4β-anilino-2-fluoro-4‘-O-demethyl analogues were synthesized and evaluated in both antineoplastic and antiviral assays. These compounds were moderately active against some cancer cell lines, but they were less active than the corresponding nonfluorinated analogues. Compound 11 exhibited the best activity against KB carcinoma with a GI50 of approximately 30 nM. Most compounds exhibited moderate activity against HCMV with ID50 and ID90 values in the range of 1 μM and 4 μM, respectively. Both 9 and 11 showed an unusual 10-fold selectivity for HSV-2 compared to HSV-1.
ISSN:0022-2623
1520-4804
DOI:10.1021/jm000377f