Back to Search
Start Over
Replacement of the double bond of antitubulin chalcones with triazoles and tetrazoles: Synthesis and biological evaluation.
- Source :
-
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2011 Jan 15; Vol. 21 (2), pp. 764-8. Date of Electronic Publication: 2010 Nov 28. - Publication Year :
- 2011
-
Abstract
- In the chalcone scaffold, it is thought that the double bond is an important structural linker but it is likely not essential for the interaction with tubulin. Yet, it may be a potential site of metabolic degradation and interaction with biological nucleophiles. In this letter, we have replaced this olefinic portion of chalcones with two metabolically stable and chemically inert heterocyclic rings, namely triazole or tetrazole. Yet, our biologic data suggest that, unlike in other antitubulinic structures, the olephinic ring might not be merely a structural linker.<br /> (Copyright © 2010 Elsevier Ltd. All rights reserved.)
- Subjects :
- Antineoplastic Agents chemical synthesis
Antineoplastic Agents chemistry
Antineoplastic Agents pharmacology
Cell Line, Tumor
Cell Proliferation drug effects
Cell Survival drug effects
Chalcones chemical synthesis
Humans
Models, Molecular
Neuroblastoma drug therapy
Tetrazoles chemical synthesis
Triazoles chemical synthesis
Tubulin metabolism
Tubulin Modulators chemical synthesis
Chalcones chemistry
Chalcones pharmacology
Tetrazoles chemistry
Tetrazoles pharmacology
Triazoles chemistry
Triazoles pharmacology
Tubulin Modulators chemistry
Tubulin Modulators pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1464-3405
- Volume :
- 21
- Issue :
- 2
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry letters
- Publication Type :
- Academic Journal
- Accession number :
- 21167709
- Full Text :
- https://doi.org/10.1016/j.bmcl.2010.11.113