Synthesis, crystal structure, and anticancer properties of cyclic monocarbonyl analogs of curcumin

Abstract

A series of novel indan-2-one and dibenzylidenepiperidin-4-one compounds were synthesized and screened for anticancer activities. The compounds are symmetrical and they have conjugated double bonds. They closely resemble the curcumin analogs which are found to possess anticancer properties. The structure of the compounds was confirmed by single crystal study and wherever the compound is a powder, the structures were confirmed by spectral data (IR, NMR, and Mass).

Selective Synthesis and Structural Confirmation of 1,3‐Oxazines and Schiff Bases with Controllable Substitution Patterns

“…[5][6][7]25] Based on the encouraging results, we developed this method further. Herein, we finely tuned the reaction of b-naphthol with aromatic aldehydes and ethanolic ammonium acetate.…”

Synthesis and Evaluation of Curcumin-Related Compounds Containing Inden-2-one for Their Effects on Human Cancer Cells

“…24) A recent study demonstrated that curcuminrelated compounds with an inden-2-one had enhanced activity and lower cytoxicity. 25,26) In the present study, seven curcumin-related compounds using inden-2-one as a linker and various substituents on the aryl rings (Chart 1) were synthesized and evaluated for their effects against four human cancer cell lines. These compounds were previously not reported except for IND-1.…”

Ammonium Acetate: An Efficient Reagent for the One-pot Synthesis of 5-Aryl-7,8,13,14-tetrahydrodibenzo[a,i] phenanthridines, 2,4-Diaryl-6,7-benzo-3-azabicyclo[3.3.1]nonan-9-ones and α,α'-Bis(substituted benzylidene)cycloalkanones

“…The highlight is that none of them are toxic. 13 The results show that this does not merely reveal the protocol but also provides a potential green alternative to traditional method and also for further drug development. Mild reaction condition, cost efficiency, simplicity in operations and separation, one-pot fashion are the significant features of this protocol.…”

“…11,12 Recently our research group found the anti-cancer activity of its related analogues. 13 Thus, the synthesis of α,α'-bis(substituted benzylidene)cycloalkanones has attracted the attention of authors. Cross aldol condensation is classically carried out using acid or base.…”