Synthesis and Antiviral Activities of Antofine Analogues with Different C‑6 Substituent Groups

On the basis of previous structure–activity relationship (SAR) and antiviral mechanism studies, antofine analogues with different substituent groups at the C-6 position targeting tobacco mosaic virus (TMV) RNA were synthesized for the first time. The antofine analogues 1a–8a and 1b–9b were evaluated...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 2013-02, Vol.61 (5), p.1030-1035
Main Authors: Wu, Meng, Han, Guifang, Wang, Ziwen, Liu, Yuxiu, Wang, Qingmin
Format: Article
Language:English
Subjects:
Antiviral Agents - chemical synthesis
Antiviral Agents - pharmacology
Biological and medical sciences
Fundamental and applied biological sciences. Psychology
Indoles - chemical synthesis
Indoles - pharmacology
Magnetic Resonance Spectroscopy
Phenanthrolines - chemical synthesis
Phenanthrolines - pharmacology
RNA, Viral - isolation & purification
Structure-Activity Relationship
Tobacco Mosaic Virus - drug effects
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Summary:On the basis of previous structure–activity relationship (SAR) and antiviral mechanism studies, antofine analogues with different substituent groups at the C-6 position targeting tobacco mosaic virus (TMV) RNA were synthesized for the first time. The antofine analogues 1a–8a and 1b–9b were evaluated for their antiviral activity against TMV. The SAR study of antofine analogues is discussed. Most of the compounds were found to exhibit higher antiviral activity than commercial Ningnanmycin in vitro and in vivo. The groups with hydrogen donor or electron-withdrawing groups at the C-6 position were found to be favorable for antiviral activity.
ISSN:0021-8561
1520-5118
DOI:10.1021/jf304905k