synthesis, antiviral and antifungal bioactivity of 2-cyano-acrylate derivatives containing phosphonyl moieties合成、抗病毒和抗真菌的生物活性2-cyano-acrylate包含phosphonyl根的衍生品.pdf

Molecules 2007, 12, 965-978 molecules ISSN 1420-3049 Full Paper Synthesis, Antiviral and Antifungal Bioactivity of 2-Cyano-acrylate Derivatives Containing Phosphonyl Moieties * Yin-Pu Lv, Xian-You Wang, Bao-An Song , Song Yang, Kai Yan, Guang-Fang Xu, Pinaki S Bhadury, Fang Liu, Lin-Hong Jin and De-Yu Hu Center for Research and Development of Fine Chemicals, Guizhou University, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guiyang, 550025, P. R. China * Author to whom correspondence should be addressed; E-mail: songbaoan22@, Tel.: (+86) 851 3620521, Fax: (+86) 851 3622211 Received: 2 March 2007; in revised form 25 April 2007 / Accepted: 25 April 2007 / Published: 9 May 2007 Abstract: Alkyl 2-cyano-3-methylthio-3-phosphonylacrylates were synthesized by the reaction of alkyl 2-cyano-3,3-dimethylthioacrylates with dialkyl phosphites. The structures of the new compounds were characterized by elemental analyses, IR, 1H-, 13C- and 31P-NMR spectral data. These compounds were tested in vitro against pathogenic fungi, namely, Fusarium graminearum, Cytospora mandshurica and Fusarium oxysporum . Amongst all compounds, 2d and 2t were found to be effective against the tested fungi at 50 µg/mL. A half-leaf method was used to determine the in vivo protective, inactivation and curative efficacies of the title products against tobacco mosaic virus (TMV). Title compounds 2a and 2b were f