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Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, China
Laboratory of Medicinal Chemistry, Zunyi Medical College, Zunyi, 563003, China
* Author to whom correspondence should be addressed.
Received: 18 June 2010; in revised form: 26 July 2010 / Accepted: 27 July 2010 / Published: 29 July 2010
Abstract: A series of novel chiral thioureas 3a-n bearing leucine and phosphonate moieties were synthesized in excellent yields. The structures of the compounds were completely characterized by elemental analysis, IR, 1H-, 13C-, 31P- and 19F-NMR spectral data. A half-leaf method was used to determine the in vivo protective and curative efficacies of the title products against tobacco mosaic virus (TMV). The compounds 3l and 3n displayed good in vivo protection and curative effects against TMV with inhibitory rates of 60.1, 62.8% (protection) and 56.7, 53.6% (curative) at 0.5 mg/mL, respectively. To the best of our knowledge, this is the first report on the antiviral activity of chiral thioureas containing leucine and phosphonate moieties.
Keywords: chiral thiourea; leucine; phosphonate; antiviral activity; synthesis
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Liu, J.; Yang, S.; Li, X.; Fan, H.; Bhadury, P.; Xu, W.; Wu, J.; Wang, Z. Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties. Molecules 2010, 15, 5112-5123.
Liu J, Yang S, Li X, Fan H, Bhadury P, Xu W, Wu J, Wang Z. Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties. Molecules. 2010; 15(8):5112-5123.
Liu, Jingzi; Yang, Song; Li, Xiangyang; Fan, Huitao; Bhadury, Pinaki; Xu, Weiming; Wu, Jian; Wang, Zhencao. 2010. "Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties." Molecules 15, no. 8: 5112-5123.