title: Amberlite IR-120H catalyzed MCR: design, synthesis and crystal structure analysis of 1,8-dioxodecahydroacridines as potential inhibitors of sirtuins.
abstract: A rapid, inexpensive and high yielding method has been developed for the synthesis of 1,8-dioxodecahydroacridines using Amberlite IR-120H as a reusable catalyst under open air. These compounds were designed as potential inhibitors of sirtuins and prepared via the MCR of 5,5-dimethyl-1,3-cyclohexanedione, (hetero)aryl aldehydes and (hetero)aromatic amines under mild conditions. Further structure elaboration of a representative compound was performed via Pd catalyzed C-C bond forming reactions. The crystal structure analysis and H-bonding patterns along with in vitro inhibitory activity against yeast Sir2 of the same compound is presented. Docking studies indicated that the compound interacts well with the yeast Sir2.
authors: Dr. Reddy's Institute of Life Sciences, University of Hyderabad Campus, Gachibowli, Hyderabad 500 046, India.
authors: Ali
authors: A
authors: Nakhi
authors: P T V A
authors: PT
authors: Srinivas
authors: Md Shafiqur
authors: MS
authors: Rahman
authors: Ravada
authors: R
authors: Kishore
authors: G P K
authors: GP
authors: Seerapu
authors: K
authors: K
authors: Lalith Kumar
authors: Devyani
authors: D
authors: Haldar
authors: M V Basaveswara
authors: MV
authors: Rao
authors: Manojit
authors: M
authors: Pal
mesh_terms: D000166:Acridines / Q000138:chemical synthesis / Q000737:chemistry*; D001665:Binding Sites; D002384:Catalysis; D018360:Crystallography, X-Ray; D056572:Histone Deacetylase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry*; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D062105:Molecular Docking Simulation; D010165:Palladium / Q000737:chemistry; D017434:Protein Structure, Tertiary; D012117:Resins, Synthetic / Q000737:chemistry*; D012441:Saccharomyces cerevisiae / Q000201:enzymology; D037761:Sirtuins / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D000166:Acridines; D056572:Histone Deacetylase Inhibitors; D012117:Resins, Synthetic; D010165:Palladium; C046797:amberlite; D037761:Sirtuins