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Anti-HIV prenylated flavonoids from Monotes africanus
K M Meragelman1, T C McKee, M R Boyd
1Laboratory of Drug Discovery Research and Development, Division of Basic Sciences, National Cancer Institute, NCI-Frederick, Frederick, Maryland 21702-1201, USA.
Journal of Natural Products
|April 28, 2001
Summary
Six flavonoids were isolated from Monotes africanus, with some showing significant human immunodeficiency virus (HIV)-inhibitory activity. This study also corrected carbon-13 nuclear magnetic resonance assignments for lonchocarpol A.
Area of Science:
- Phytochemistry
- Medicinal Chemistry
- Virology
Background:
- Monotes africanus is a plant source of bioactive compounds.
- Flavonoids are a class of natural products with diverse biological activities.
- Natural products are explored for antiviral properties, including against HIV.
Purpose of the Study:
- To isolate and characterize flavonoids from Monotes africanus.
- To evaluate the HIV-inhibitory potential of isolated compounds.
- To correct spectroscopic assignments for known compounds.
Main Methods:
- Organic extraction of Monotes africanus plant material.
- Isolation and purification of compounds using chromatographic techniques.
- Structure elucidation using spectroscopic methods (e.g., NMR).
- Antiviral activity screening using an XTT-based whole-cell assay.
Main Results:
- Six flavonoids were isolated, including a new dihydroflavonol (6,8-diprenylaromadendrin) and a flavonol (6,8-diprenylkaempferol).
- Compounds with a 5,7-dihydroxy-6,8-diprenyl system in the A ring demonstrated HIV-inhibitory activity.
- Corrections were made to the 13C NMR assignments of lonchocarpol A.
Conclusions:
- Monotes africanus yields flavonoids with potential as HIV inhibitors.
- The 5,7-dihydroxy-6,8-diprenyl moiety is associated with observed HIV activity.
- Accurate structural characterization is crucial for understanding structure-activity relationships.