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Microbial metabolism of artemisitene
K Y Orabi1, A M Galal, A R Ibrahim
1Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia. kyorabi@ksu.edu.sa
Phytochemistry
|June 12, 1999
Summary
Microbial transformation of sesquiterpene artemisitene by Aspergillus niger yielded novel metabolites. These compounds, including 11-epi-artemisinin, were identified using spectral data analysis.
Area of Science:
- Microbiology
- Natural Product Chemistry
- Biotechnology
Background:
- Artemisitene is a sesquiterpene endoperoxide with potential biological activities.
- Microbial transformation offers a pathway for generating novel derivatives of natural products.
- Aspergillus niger is a well-characterized fungus used in biotransformation studies.
Purpose of the Study:
- To investigate the microbial transformation of artemisitene using Aspergillus niger.
- To identify and characterize the metabolites produced during this biotransformation process.
Main Methods:
- Incubation of artemisitene with Aspergillus niger (NRRL 599).
- Extraction and purification of metabolites from the culture.
- Characterization of metabolites using various spectral data (e.g., NMR, MS).
Main Results:
- Aspergillus niger metabolized artemisitene to produce three distinct compounds.
- The identified metabolites were 11-epi-artemisinin, 9 beta-hydroxydeoxy-11-epi-artemisinin, and 9 beta-hydroxy-11-epi-artemisinnin.
- The structures of these metabolites were confirmed through comprehensive spectral analysis.
Conclusions:
- Microbial biotransformation by Aspergillus niger is effective in modifying artemisitene.
- Novel sesquiterpene derivatives were successfully synthesized and identified.
- This study expands the chemical diversity of artemisitene derivatives for potential applications.