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
|