%0 Journal Article
%T Synthesis, Characterization, and Biological Evaluation of Some New Functionalized Terphenyl Derivatives
%A Seranthimata Samshuddin
%A Badiadka Narayana
%A Balladka Kunhanna Sarojini
%A Divya N. Shetty
%A Nalilu Suchetha Kumari
%J International Journal of Medicinal Chemistry
%D 2012
%I Hindawi Publishing Corporation
%R 10.1155/2012/530392
%X New functionalized terphenyl derivatives incorporating various heterocyclic rings are prepared by using 4,4¡ä¡ä-difluoro-5¡ä-hydroxy-1,1¡ä:3¡ä,1¡ä¡ä-terphenyl-4¡ä-carbohydrazide as a key intermediate derived from 4,4¡ä-difluoro chalcone, a versatile synthone. All the derivatives are characterized by 1H NMR, IR, and mass spectral data. All the synthesized products are screened for their in vitro antimicrobial and antioxidant properties. The majority of the tested compounds exhibited significant antioxidant activity and some of them showed good antimicrobial activity. 1. Introduction Terphenyl is a common structural motif found in various natural products, largely isolated from microbes and mushrooms [1]. In recent years, it has been reported that some terphenyls exhibit considerable biological activities, for example, potent anticoagulants, immunosuppressants, antithrombotic, neuroprotective, specific 5-lipoxygenase inhibitory, and cytotoxic activities [2]. Because of their promising biological activities and important properties, terphenyls have been produced increasing research interest. Therefore, synthesis of terphenyl derivatives has been a fascinating area in organic field [3]. Recently we have reported a new and simple method for the preparation of ester derivative of terphenyl starting from 4,4¡ä-difluoro chalcone [4]. The esters can be easily converted into the corresponding carbohydrazide by the reaction with hydrazine hydrate. Hydrazides and related compounds have been described as useful precursors for the assembly of various heterocyclic rings. A large number of hydrazides are reported to be of biological interest [5, 6], while oxadiazole derivatives and thiosemicarbazides have been reported to possess antibacterial [7, 8], antifungal [9, 10], and other biological activities. Furthermore, a number of substituted thiazolines and thiazolidinones are found to exhibit appreciable antimicrobial activities [11¨C15]. In the course of investigation, we have found that 4,4¡ä¡ä-difluoro-5¡ä-hydroxy-1,1¡ä:3¡ä,1¡ä¡ä-terphenyl-4¡ä-carbohydrazide is an excellent building block for the synthesis of numerous heterocyclic systems. In view of the pharmacological importance of terphenyls and in continuation of our work on synthesis of various derivatives of 4,4¡ä-difluoro chalcone [16¨C23], it was decided to prepare new functionalized terphenyl derivatives by using 4,4¡ä¡ä-difluoro-5¡ä-hydroxy-1,1¡ä:3¡ä,1¡ä¡ä-terphenyl-4¡ä-carbohydrazide as the key intermediate and to study their biological activities. 2. Chemistry A novel terphenyl derivative, ethyl
%U http://www.hindawi.com/journals/ijmc/2012/530392/