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Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties

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,( 1)H-, (13)C-, (31)P- and (19)F-NMR spectral data. A half-leaf method was used to determine...

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Detalles Bibliográficos
Autores principales: Liu, Jingzi, Yang, Song, Li, Xiangyang, Fan, Huitao, Bhadury, Pinaki, Xu, Weiming, Wu, Jian, Wang,  Zhencao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257697/
https://www.ncbi.nlm.nih.gov/pubmed/20714289
http://dx.doi.org/10.3390/molecules15085112
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author Liu, Jingzi
Yang, Song
Li, Xiangyang
Fan, Huitao
Bhadury, Pinaki
Xu, Weiming
Wu, Jian
Wang,  Zhencao
author_facet Liu, Jingzi
Yang, Song
Li, Xiangyang
Fan, Huitao
Bhadury, Pinaki
Xu, Weiming
Wu, Jian
Wang,  Zhencao
author_sort Liu, Jingzi
collection PubMed
description 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,( 1)H-, (13)C-, (31)P- and (19)F-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.
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spelling pubmed-62576972018-12-06 Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties Liu, Jingzi Yang, Song Li, Xiangyang Fan, Huitao Bhadury, Pinaki Xu, Weiming Wu, Jian Wang,  Zhencao Molecules Article 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,( 1)H-, (13)C-, (31)P- and (19)F-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. MDPI 2010-07-29 /pmc/articles/PMC6257697/ /pubmed/20714289 http://dx.doi.org/10.3390/molecules15085112 Text en © 2010 by the authors; http://creativecommons.org/licenses/by/3.0/ licensee MDPI, Basel, Switzerland. This article is an Open Access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Liu, Jingzi
Yang, Song
Li, Xiangyang
Fan, Huitao
Bhadury, Pinaki
Xu, Weiming
Wu, Jian
Wang,  Zhencao
Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties
title Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties
title_full Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties
title_fullStr Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties
title_full_unstemmed Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties
title_short Synthesis and Antiviral Bioactivity of Chiral Thioureas Containing Leucine and Phosphonate Moieties
title_sort synthesis and antiviral bioactivity of chiral thioureas containing leucine and phosphonate moieties
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257697/
https://www.ncbi.nlm.nih.gov/pubmed/20714289
http://dx.doi.org/10.3390/molecules15085112
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