Related Experiment Video
Updated: Jul 2, 2026

09:50
Biosynthesis of a Flavonol from a Flavanone by Establishing a One-pot Bienzymatic Cascade
Published on: August 14, 2019
New Flavonoids from Boldoa purpurascens Cav
Dulce María Mosquera1, Amuri Kilonda, Suzanne Toppet
1Department of Pharmacy at Marta Abreu University, Road to Camajuani, Santa Clara, Cuba.
Planta Medica
|August 16, 2008
Summary
Phytochemical analysis of Boldoa purpurascens leaves identified three new flavone glycosides. These compounds, along with a known one, were tested for antifungal activity but showed no efficacy against tested fungal strains.
Area of Science:
- Phytochemistry
- Natural Products Chemistry
- Organic Chemistry
Background:
- Boldoa purpurascens is a plant species with potential medicinal properties.
- Flavonoid glycosides are a class of natural compounds known for diverse biological activities.
- Understanding the phytochemical profile of medicinal plants is crucial for drug discovery.
Purpose of the Study:
- To isolate and characterize phytochemicals from the leaves of Boldoa purpurascens.
- To identify novel compounds and determine their chemical structures.
- To evaluate the antifungal activity of the isolated compounds.
Main Methods:
- Phytochemical analysis of plant extracts.
- Isolation of compounds using chromatographic techniques.
- Structure elucidation using mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopy (1D and 2D).
- Antifungal activity testing against Fusarium culmorum, Botrytis cinerea, and Aspergillus flavus.
Main Results:
- Four flavone glycosides were isolated from Boldoa purpurascens leaves.
- Three of the isolated flavone glycosides are new chemical entities.
- The structures of the new compounds were determined as 4',5-dihydroxy-6,7-methylenedioxyflavonol 3- O-alpha- L-rhamnopyranosyl-(1-->2)-beta- D-xylopyranoside (1), 4',5-dihydroxy-6,7-methylenedioxyflavonol 3- O-beta- D-xylopyranoside (2), and 4',5-dihydroxy-6,7-methylenedioxyflavonol 3- O-alpha- L-rhamnopyranosyl-(1-->2)-beta- D-glucopyranoside (3).
- The known compound identified was 4',5-dihydroxy-6,7-methylenedioxyflavonol 3- O-beta- D-glucopyranoside (4).
- The aglycone, gomphrenol (4',5-dihydroxy-6,7-methylenedioxyflavonol), was also identified.
- Compounds 1 and 2 exhibited no antifungal activity against the tested fungal strains.
Conclusions:
- The phytochemical investigation of Boldoa purpurascens yielded three new flavone glycosides.
- The isolated compounds, including the new ones, did not demonstrate significant antifungal properties against the tested fungal pathogens.
- Further research may explore other biological activities or different chemical modifications of these compounds.
More Related Videos
Related Concept Videos
Oxidation of Phenols to Quinones
In the presence of oxidizing agents, phenols are oxidized to quinones. Quinones can be easily reduced back to phenols using mild reducing agents. The electron-donating hydroxyl group enhances the reactivity of the aromatic ring, enabling oxidation of the ring even in the absence of an α hydrogen.
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...
Aromatic Compounds: Overview
In general, the term ‘aromatic’ indicates a pleasant smell or fragrance from fresh flowers, freshly prepared coffee, etc. In the early history of organic chemistry, many benzene derivatives were isolated from the pleasant odor oils of the plants. For example, vanillin was isolated from the oil of vanilla, methyl salicylate from the oil of wintergreen, and cinnamaldehyde from the oil of cinnamon. They all had a pleasant odor; hence the name aromatic was given.
In 1825, Faraday isolated benzene...
In 1825, Faraday isolated benzene...
Antifungal Agents
Amphotericin B is a broad-spectrum antifungal agent that exploits structural differences between fungal and mammalian cell membranes. Its amphipathic structure—featuring a hydrophobic polyene-lactone ring and a hydrophilic region containing mycosamine and carboxylic acid groups—enables selective binding to ergosterol, a sterol predominantly found in fungal plasma membranes. This selective interaction underlies the drug’s antifungal activity, although weak binding to cholesterol contributes to...
Cancer Prevention
Several factors can increase the risk of cancer in an individual. About 50% of cancer cases can be prevented by adopting a healthy lifestyle, regular exercise, eating healthy, and following a modest cancer prevention diet. Epidemiological studies have consistently shown that populations with vegetable and fruit-rich diets have reduced the incidence of cancer. On the other hand, populations who have a diet rich in animal fat, red meat, junk food, or high calories are predisposed to cancer.
Some...
Some...

