synthesis and antitumor activity of 5-trifluoromethyl-2,4- dihydropyrazol-3-one nucleosides合成与抗肿瘤活性5-trifluoromethyl-2,4 - dihydropyrazol-3-one核苷.pdfVIP

Molecules 2004, 9, 109–116 molecules ISSN 1420-3049 Synthesis and Antitumor Activity of 5-Trifluoromethyl-2,4- dihydropyrazol-3-one Nucleosides Ibrahim M. Abdou*,1, Ayman M. Saleh 2 and Hussein F. Zohdi 1 1 Department of Chemistry, Faculty of Science, UAE University, Al-Ain P.O. Box 17551, UAE. 2 Department of Biochemistry, Faculty of Medicine Health Sciences, UAE University, Al-Ain P.O. Box 17666, UAE. * Author to whom correspondence should be addressed; e-mail: i.abdou@uaeu.ac.ae; Homepage: http://faculty.uaeu.ac.ae/~iabdou/ Received: 13 January 2004 / Accepted: 20 January 2004 / Published: 28 February 2004 Abstract: 2,4-Dihydropyrazole glucosides 3a-3c were prepared and tested for their antitumor activity. The structures of these compounds were established by 1H and 13C- NMR spectroscopy. Glucoside 3b shows an in vitro IC50 value of 16.4 µM against proliferation of the human promyelotic leukemia (HL60) cell line. Keywords: Trifluoromethylpyrazole; glucopyranose; antitumor agents. Introduction Fluorinated compounds in general and fluorinated heterocycles in particular are the focus of much interest in modern medicinal chemistry. A variety of pharmacological agents bearing a trifluoromethyl group are of special interest as they exhibit wide ranging biological properties [1-4]. Many efficient methods for the introduction of a trifluoromethyl group into organic molecules have been developed. Trifluoromethyl-1,3-dicarbonyl compounds have been proven to be versatile building blocks for a wide variety of trifluoromethyl-substituted heterocy