7-deazaadenine has been researched along with Neoplasms* in 1 studies
1 other study(ies) available for 7-deazaadenine and Neoplasms
| Article | Year |
|---|---|
Structure-Activity Relationships of Neplanocin A Analogues as S-Adenosylhomocysteine Hydrolase Inhibitors and Their Antiviral and Antitumor Activities.
On the basis of the potent inhibitory activity of neplanocin A (1) against S-adenosylhomocysteine (AdoHcy) hydrolase, we analyzed the comprehensive structure-activity relationships by modifying the adenine and carbasugar moiety of 1 to find the pharmacophore in the active site of the enzyme. The introduction of 7-deazaadenine instead of adenine eliminated the inhibitory activity against the AdoHcy hydrolase, while 3-deazaadenine maintained the inhibitory activity of the enzyme, indicating that N-7 is essential for its role as a hydrogen bonding acceptor. The substitution of hydrogen at the 6'-position with fluorine increased the inhibitory activity of the enzyme. The one-carbon homologation at the 5'-position generally decreased the inhibitory activity of the enzyme, indicating that steric repulsion exists. A molecular docking study also supported these experimental data. In this study, 6'-fluoroneplanocin A (2) was the most potent inhibitor of AdoHcy hydrolase (IC50 = 0.24 μM). It showed a potent anti-VSV activity (EC50 = 0.43 μM) and potent anticancer activity in all the human tumor cell lines tested. Topics: Adenine; Adenosine; Adenosylhomocysteinase; Animals; Antineoplastic Agents; Antiviral Agents; Cell Line, Tumor; Chlorocebus aethiops; Enzyme Inhibitors; Humans; Molecular Docking Simulation; Neoplasms; Structure-Activity Relationship; Vero Cells; Virus Diseases; Viruses | 2015 |