Antiviral constituents against respiratory viruses from Mikania micrantha.

Abstract

Phytochemical investigation of the dried aerial parts of Mikania micrantha led to the isolation of a new sesquiterpene, 3beta-acetoxy-1,10-epoxy-4-germacrene-12,8;15,6-diolide (1), along with six known constituents: 1,10-epoxy-4-germacrene-12,8;15,6-diolide (2), dihydromikanolide (3), potassium mikanin 3-sulfate (4), mikanin (5), alpinetin (6), and ergosta-7,22-dien-3beta-ol (7). Their structures were elucidated by spectroscopic methods, and the molecular structures and stereochemistry of sesquiterpene lactones 1-3 were revealed by single-crystal X-ray analysis. Compound 2 showed moderate activity against respiratory syncytial virus (IC(50) = 37.4 uM) and parainfluenza type 3 virus (IC(50) = 37.4 uM) with a therapeutic index (TI) of 16.0 for both compounds. Compound 4, the main component of M. micrantha, exhibited inhibitory activity against parainfluenza type 3 virus with IC(50) (19.7 uM) and TI (24.0) values comparable to those of ribavirin, serving as a positive control.

• Authors: Paul Pui-Hay But, Zhen-Dan He, Shuang-Cheng Ma, Yiu-Man Chan, Pang-Chui Shaw, Wen-Cai Ye, Ren-Wang Jiang
• Journal: Journal of natural products (J Nat Prod) Vol. 72 Issue 5 Pg. 925-8 (May 22 2009) ISSN: 1520-6025 [Electronic] United States
• PMID: 19267453 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• 3beta-acetoxy-1,10-epoxy-4-germacrene-12,8;15,6-diolide
• Antiviral Agents
• Sesquiterpenes
• Sesquiterpenes, Germacrane
• Ribavirin

Topics

• Antiviral Agents (chemistry, isolation & purification, pharmacology)
• Crystallography, X-Ray
• Hong Kong
• Inhibitory Concentration 50
• Mikania (chemistry)
• Molecular Conformation
• Molecular Structure
• Nuclear Magnetic Resonance, Biomolecular
• Parainfluenza Virus 3, Human (drug effects)
• Respiratory Syncytial Viruses (drug effects)
• Ribavirin (pharmacology)
• Sesquiterpenes (chemistry, isolation & purification, pharmacology)
• Sesquiterpenes, Germacrane