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Nomofungin: a new microfilament disrupting agent
A S Ratnayake1, W Y Yoshida, S L Mooberry
1Department of Chemistry, University of Hawaii at Manoa, 2545 McCarthy Mall, Honolulu, HI 96822-2275, USA.
The Journal of Organic Chemistry
|December 26, 2001
Summary
A novel alkaloid, nomofungin, was discovered from an endophytic fungus. This compound disrupts microfilaments in mammalian cells and shows moderate cytotoxicity, with an unprecedented ring system.
Area of Science:
- Natural Product Chemistry
- Mycology
- Cell Biology
Background:
- Endophytic fungi residing in medicinal plants are a rich source of novel bioactive compounds.
- Ficus species are known to harbor diverse endophytic microorganisms with potential pharmacological activities.
Purpose of the Study:
- To isolate and characterize a new alkaloid from an endophytic fungus found on Ficus microcarpa.
- To elucidate the chemical structure and absolute stereochemistry of the novel compound.
- To evaluate the biological activity, including cytotoxicity and cellular effects, of the isolated alkaloid.
Main Methods:
- Fermentation of an endophytic fungus isolated from Ficus microcarpa bark.
- Structure elucidation using spectroscopic methods (e.g., NMR, Mass Spectrometry).
- Determination of absolute stereochemistry via the exciton chirality method.
- Cytotoxicity assays against LoVo and KB cell lines.
- Microfilament disruption assays in cultured mammalian cells.
Main Results:
- Isolation and characterization of a new alkaloid named nomofungin.
- Determination of the unprecedented ring system structure and absolute stereochemistry of nomofungin.
- Nomofungin demonstrated moderate cytotoxicity with minimum inhibitory concentrations (MICs) of 2 µg/mL against LoVo cells and 4.5 µg/mL against KB cells.
- The compound was found to disrupt microfilaments in cultured mammalian cells.
Conclusions:
- Nomofungin is a novel alkaloid with a unique chemical structure isolated from an endophytic fungus.
- The compound exhibits moderate cytotoxic effects and disrupts the cellular microfilament network.
- This discovery highlights the potential of endophytic fungi from Ficus species as a source for new bioactive natural products.