PUBLICATION
Ligand/PTC-free intramolecular Heck reaction: synthesis of pyrroloquinoxalines and their evaluation against PDE4/luciferase/oral cancer cell growth in vitro and zebrafish in vivo
- Authors
- Babu, P.V., Mukherjee, S., Deora, G.S., Chennubhotla, K.S., Medisetti, R., Yellanki, S., Kulkarni, P., Sripelly, S., Parsa, K.V., Chatti, K., Mukkanti, K., and Pal, M.
- ID
- ZDB-PUB-130905-1
- Date
- 2013
- Source
- Organic & biomolecular chemistry 11(39): 6680-5 (Journal)
- Registered Authors
- Chatti, Kiranam, Kulkarni, Pushkar
- Keywords
- none
- MeSH Terms
-
- Animals
- Binding Sites
- Catalysis
- Cell Proliferation/drug effects
- Embryo, Nonmammalian/drug effects
- Enzyme Activation/drug effects
- Humans
- Ligands
- Luciferases/metabolism
- Molecular Structure
- Mouth Neoplasms/drug therapy*
- Phosphodiesterase 4 Inhibitors/chemical synthesis*
- Phosphodiesterase 4 Inhibitors/chemistry
- Phosphodiesterase 4 Inhibitors/pharmacology*
- Quinoxalines/chemical synthesis*
- Quinoxalines/chemistry
- Quinoxalines/pharmacology*
- Zebrafish/embryology
- PubMed
- 23986357 Full text @ Org. Biomol. Chem.
Citation
Babu, P.V., Mukherjee, S., Deora, G.S., Chennubhotla, K.S., Medisetti, R., Yellanki, S., Kulkarni, P., Sripelly, S., Parsa, K.V., Chatti, K., Mukkanti, K., and Pal, M. (2013) Ligand/PTC-free intramolecular Heck reaction: synthesis of pyrroloquinoxalines and their evaluation against PDE4/luciferase/oral cancer cell growth in vitro and zebrafish in vivo. Organic & biomolecular chemistry. 11(39):6680-5.
Abstract
A series of 1,3-disubstituted pyrrolo[2,3-b]quinoxalines has been designed for the potential inhibition of PDE4 without inhibiting luciferase. A ligand/PTC (phase transfer catalyst) free intramolecular Heck cyclization strategy was used to prepare these compounds, some of which showed significant inhibition of PDE4B (IC50 H 5–14 μM) and growth inhibition of oral cancer cells (CAL 27) but not inhibition of luciferase in vitro. They also showed acceptable safety profiles but no apoptosis in zebrafish embryos.
Genes / Markers
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Orthology
Engineered Foreign Genes
Mapping