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NMR solvent shift data for methoxylated xanthones

R A Finnegan, K E Merkel

Journal of Pharmaceutical Sciences

|June 1, 1977

Summary

This study recorded Nuclear Magnetic Resonance (NMR) spectra for various hydroxyxanthones and their derivatives. Solvent shift parameters for methoxyl resonances were tabulated and discussed, aiding in structural analysis.

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Area of Science:

Organic Chemistry
Spectroscopy
Natural Products

Background:

Xanthones are a significant class of natural products with diverse biological activities.
Understanding the spectroscopic properties of xanthones is crucial for their identification and characterization.
Nuclear Magnetic Resonance (NMR) spectroscopy is a powerful tool for elucidating the structure of organic molecules.

Purpose of the Study:

To record and analyze the NMR spectra of a comprehensive series of hydroxyxanthones and their derivatives (methyl ethers and acetates).
To investigate the influence of different solvents on the NMR spectra, specifically focusing on methoxyl resonances.
To provide valuable spectroscopic data for the identification and structural determination of xanthone compounds.

Main Methods:

Recording of Nuclear Magnetic Resonance (NMR) spectra for a range of hydroxyxanthones, methyl ethers, and acetates.
Measurement of NMR spectra for methyl ethers in various solvents: deuterochloroform, benzene, trifluoroacetic acid, and 3% trifluoroacetic acid in benzene.
Tabulation and discussion of solvent shift parameters for methoxyl resonances.

Main Results:

Comprehensive NMR spectral data were obtained for numerous hydroxyxanthone derivatives.
Significant solvent-dependent shifts were observed for methoxyl resonances, indicating solvent-solute interactions.
The collected data provide a detailed spectroscopic fingerprint for these xanthone compounds.

Conclusions:

The study successfully generated extensive NMR spectral data for a variety of xanthone structures.
The observed solvent shift parameters offer insights into the electronic and steric environments of methoxyl groups.
This work serves as a valuable resource for researchers working with xanthone natural products and their synthetic derivatives.

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