title: Synthesis of 4-piperidone Based Curcuminoids with Anti-inflammatory and Anti-Proliferation Potential in Human Cancer Cell Lines.
abstract: A series of 4-piperidone based curcuminoids were synthesized and anticancer potential of these compounds was evaluated against human myeloid leukemia (KBM5) and colon cancer (HCT116) cell lines. Their anti-inflammatory potential was determined through the down-regulation of tumor necrosis factor (TNF)-α-induced nuclear factor (NF)-κB. All compounds, except one, were found to exhibit better cytotoxicity than curcumin at 5 μM. Furthermore, many compounds have shown good potential to inhibit the TNF-α-induced NF-κB activation. Docking study of the compounds with NF-κB revealed that the binding affinity of the compounds ranged from ‒9.0 to ‒6.5 kcal/mol with 0-8 H-bonds. It was also observed that amido-ether based mono-carbonyl compounds bound around the same region of NF-κB where polynucleotides are known to bind to exhibit their activity.
authors.forename: Amit
authors.initials: A
authors.lastname: Anthwal
authors.forename: Kundan
authors.initials: K
authors.lastname: Singh
authors.affiliation: Department of Chemistry, Doon University, Dehradun, Uttarakhand, India. msmrawat@gmail.com.
authors.forename: M S M
authors.initials: MS
authors.lastname: Rawat
authors.forename: Amit K
authors.initials: AK
authors.lastname: Tyagi
authors.forename: Ashanul
authors.initials: A
authors.lastname: Haque
authors.forename: Imran
authors.initials: I
authors.lastname: Ali
authors.affiliation: Department of Chemistry, University of Delhi, Delhi-110007, India. dsrawat@chemistry.du.ac.in.
authors.forename: Diwan S
authors.initials: DS
authors.lastname: Rawat
mesh_terms: D003474:Curcumin / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D062105:Molecular Docking Simulation; D010881:Piperidones / Q000737:chemistry*; D013057:Spectrum Analysis / Q000379:methods
chemical_list: D010881:Piperidones; D003474:Curcumin