Design, synthesis, and antiviral evaluation of phenanthrene-based tylophorine derivatives as potential antiviral agents.

Abstract

A series of C9-substituted phenanthrene-based tylophorine derivatives (PBTs) were designed, synthesized, and first evaluated for their antiviral activities against tobacco mosaic virus (TMV). These compounds contain a phenanthrene core structure and can be synthesized some efficiently with excellent yields compared with tylophorine alkaloid. The bioassay results show that some of these compounds exhibited higher antiviral activity against TMV in vivo than tylophorine and commercial Ningnanmycin. Especially, compounds 3, 4, 9, 13, and 16 emerged as potential inhibitors of plant virus. These new findings demonstrate that these phenanthrene-based tylophorine derivatives (PBTs) represent another new template for antiviral studies and could be considered for novel therapy against plant virus infection.

• Authors: Kailiang Wang, Yanna Hu, Yuxiu Liu, Na Mi, Zhijin Fan, Yu Liu, Qingmin Wang
• Journal: Journal of agricultural and food chemistry (J Agric Food Chem) Vol. 58 Issue 23 Pg. 12337-42 (Dec 08 2010) ISSN: 1520-5118 [Electronic] United States
• PMID: 21058739 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Alkaloids
• Antiviral Agents
• Indolizines
• Phenanthrenes
• phenanthrene
• tylophorine

Topics

• Alkaloids (chemistry, pharmacology)
• Antiviral Agents (chemical synthesis, chemistry, pharmacology)
• Drug Design
• Indolizines (chemistry, pharmacology)
• Phenanthrenes (chemistry, pharmacology)
• Plant Diseases (prevention & control, virology)
• Structure-Activity Relationship
• Tobacco Mosaic Virus (drug effects, physiology)