A new flavonoid from Cudrania cochinchinensis

Area of Science:

• Natural Product Chemistry
• Phytochemistry
• Organic Chemistry

Background:

• Cudrania cochinchinensis is a plant species known for its diverse phytochemical constituents.
• Flavonoids and xanthones are classes of natural products with various reported biological activities.
• Investigating plant extracts is crucial for discovering novel bioactive compounds.

Purpose of the Study:

• To isolate and characterize chemical constituents from the ethanol extract of Cudrania cochinchinensis roots.
• To identify any new compounds and elucidate their structures.
• To contribute to the understanding of the chemical diversity of Cudrania cochinchinensis.

Main Methods:

• Extraction of Cudrania cochinchinensis roots using ethanol.
• Isolation of compounds using chromatographic techniques.
• Structure elucidation of isolated compounds via 1D and 2D Nuclear Magnetic Resonance (NMR) spectroscopy and High-Resolution Electrospray Ionization Mass Spectrometry (HR-ESI-MS).
• Determination of absolute stereochemistry using Rhodium(II) acetate dimer-induced Circular Dichroism (CD) and Nuclear Overhauser Effect Spectroscopy (NOESY).

Main Results:

• A new flavonoid, (6S,12S,13R)-1-methoxy cyanomaclurin (1), was isolated.
• Seven known compounds were identified: 1,3,5-trihydroxy-4-(3'-hydroxy-3'-methylbutyl)xanthone (2), 1,3,6-trihydroxy-4-prenylxanthone (3), 1,3,6,7-tetrahydroxyxanthone (4), 1,3,5,6-tetrahydroxyxanthone (5), 1,3,6-trihydroxy-5-methoxyxanthone (6), resveratrol (7), and oxyresveratrol (8).
• The structure and absolute stereochemistry of the new compound were fully determined.

Conclusions:

• The chemical investigation successfully identified a novel flavonoid, (6S,12S,13R)-1-methoxy cyanomaclurin, from Cudrania cochinchinensis.
• The study expands the repertoire of known compounds isolated from this plant species.
• The findings provide valuable data for further research into the potential applications of these natural products.