2-[3,5-Bis-(2-fluorobenzylidene)-4-piperidon-1-yl]-N-(4-fluorobenzyl)-acetamide and Its Evaluation as an Anticancer Agent
Joint Authors
Lagisetty, Pallavi
Agashe, Hrushikesh
Awasthi, Vibhudutta
Source
Issue
Vol. 2013, Issue 2013 (31 Dec. 2013), pp.1-9, 9 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2013-09-02
Country of Publication
Egypt
No. of Pages
9
Main Subjects
Abstract EN
Synthesis of 2-[3,5-bis-(2-fluorobenzylidene)-4-piperidon-1-yl]-N-(4-fluorobenzyl)-acetamide, a derivative of 3,5-bis-(2-fluorobenzylidene)-4-piperidone (EF24), as an antiproliferative and imageable compound is described.
The radioactive derivative was synthesized in 40–45% radiochemical yield using N-[4-fluoro(18F)benzyl]-2-bromoacetamide (NFLOBA) as a radiolabeled synthon for coupling with EF24.
Cell proliferation assays showed that 2-[3,5-bis-(2-fluorobenzylidene)-4-piperidon-1-yl]-N-(4-fluorobenzyl)-acetamide (NFLOBA-EF24) had antiproliferative efficacy similar to that of EF24 in lung adenocarcinoma H441 cells.
18F-NFLOBA-EF24 was investigated in normal rats for whole-body PET imaging and biodistribution.
At necropsy after 1 h of injection, about 12% of injected compound was still circulating in blood; liver, kidney, and muscle were other tissues with moderate amounts of accumulation.
In order to assess the tumor-suppressive activity, nonradioactive NFLOBA-EF24 was administered in nude rats carrying xenograft H441 tumor.
After 15 days of treatment, the tumor size decreased by approximately 83% compared to the tumors in control rats.
The tumor regression was also confirmed by molecular imaging of glucose metabolism with 18F- fluorodeoxyglucose.
The results suggest that EF24 could be efficiently modified with 18F-labeled synthon NFLOBA for convenient PET imaging without altering the antitumor efficacy of the original compound.
This study provides visual kinetics of synthetic curcuminoid EF24 by positron emission tomography for the first time.
American Psychological Association (APA)
Lagisetty, Pallavi& Agashe, Hrushikesh& Awasthi, Vibhudutta. 2013. 2-[3,5-Bis-(2-fluorobenzylidene)-4-piperidon-1-yl]-N-(4-fluorobenzyl)-acetamide and Its Evaluation as an Anticancer Agent. Journal of Chemistry،Vol. 2013, no. 2013, pp.1-9.
https://search.emarefa.net/detail/BIM-509502
Modern Language Association (MLA)
Lagisetty, Pallavi…[et al.]. 2-[3,5-Bis-(2-fluorobenzylidene)-4-piperidon-1-yl]-N-(4-fluorobenzyl)-acetamide and Its Evaluation as an Anticancer Agent. Journal of Chemistry No. 2013 (2013), pp.1-9.
https://search.emarefa.net/detail/BIM-509502
American Medical Association (AMA)
Lagisetty, Pallavi& Agashe, Hrushikesh& Awasthi, Vibhudutta. 2-[3,5-Bis-(2-fluorobenzylidene)-4-piperidon-1-yl]-N-(4-fluorobenzyl)-acetamide and Its Evaluation as an Anticancer Agent. Journal of Chemistry. 2013. Vol. 2013, no. 2013, pp.1-9.
https://search.emarefa.net/detail/BIM-509502
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-509502