www.ccsenet.org/mas Modern Applied Science Vol. 5, No. 5; October 2011 ISSN 1913-1844 E-ISSN 1913-1852 140 Reactions with Visnaginone: Synthesis, Cyclisation and Microbial Evaluation of Some Visnaginone Thiosemicarbazone Derivatives Sadek Elsayed Abdou Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt Salah Mohamed El-Qusy Department of Chemistry, Faculty of Science, Minofia University, Shebein Elkoum, Egypt Sami Selim Ghabrial National Organization for Drug Control and Research (NODCAR), Dokki, Giza, Egypt Mahmoud Ibrahim Haggag (Corresponding author ) Macro Group pharmaceutical Co. Badr City, Cairo, Egypt Tel: 202-01-0545-8068, 202-01-0214-4710, 202-01-4584-5200 E-mail: hagag2610@yahoo.com Received: August 11, 2011 Accepted: August 29, 2011 doi:10.5539/mas.v5n5p140 Abstract Several new visnaginone ethers were prepared and their thiosemicarbazone derivatives are synthesized. The behavior of the thiosemicarbazones in methanolic sodium methoxide and hydrochloric acid is discussed. Structures were established on the bases of elemental and spectral data studies. Some of the thiosemicarbazones were tested for their antimicrobial activity. The structures of the synthesized derivatives (5a-g,6a-g) were confirmed by means of IR, 1H NMR, MS and elemental analyses. The synthesized derivatives (5a-g,6a-g) wear subjected to the Microbiology Division, Microanalytical Center, Cairo University, (5a-g,6a-g) showed a variable degree of antimicrobial activity. Keywords: Visnaginone, Thiosemicarbazones, 1,2,4-Triazolylbenzofurans, Benzopyrans 1. Introduction Visnagine and its derivatives are long known to possess diverse biological activities (McClure et al., 1975, Bruneton, 1995,Hishmat et al., 2002). Various thiosemicarbazides (Achary and Rao, 1992). and their cyclised derivatives such as triazoles (Maria et al.,1980), Oxadiazoles (Clarcke and Roberttson,1949 ,Geissmann and Halshall,1951), thiadizolinones (Rene and Christophe, 1977,Simonis and Rosenberg,1914),and thiadiazoles are also associated with a broad spectrum of biological activities that include analgesic (Clarcke and Roberttson, 1949,Rajanna et al.,1996), antiproteolytic (Chaudhary et al.,1978), anti-inflammatory (Middleton et al.,1994), muscle relaxant (Geissmann and Halshall,1951), antifungal and antibacterial activities (Harborne and Williams,2000). It was thus of value to synthesis a number of new derivatives for biological activity screening together with a study of their behavior in buffered and acidic media. Thus, it has been found that visnaginone 2, preparedly hydrolysis of Visnagine 1 as described in literature (Anteunis et al., 1972). reacted with methyl iodide to give a reaction product of molecular formula C 12 H 12 O 4 corresponding to equimolecular addition of 2 to the reagent followed by the loss of one molecule of hydrogen iodide. 2. Results and Discussion: 2.1 Chemistry The prepared ethers were reacted with thiosemicarbazide (4) and the behavior of the resultant reaction products towards buffered and acidic media was also investigated.