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Quantitative 31P NMR Analysis of Lignins and Tannins
Published on: August 2, 2021
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New lignans from Phyllanthodendron dunnianum
Li Xu1,2, Jian-Bing Tan1,2, Yu-Ting Zheng1,2
1Xiangya School of Pharmaceutical Sciences, Central South University, Changsha, China.
Natural Product Research
|May 20, 2024
Summary
Two new lignans, phyllanins A and B, were isolated from *Phyllanthodendron dunnianum*. Both compounds and four known lignans were tested for antibacterial activity, with phyllanin B showing potential against MRSA and *S. aureus*.
Area of Science:
- Phytochemistry
- Natural Products Chemistry
- Medicinal Chemistry
Background:
- Phyllanthodendron dunnianum is a plant species from which various bioactive compounds can be isolated.
- Lignans are a diverse class of phenolic compounds found in plants, known for a wide range of biological activities.
- Identifying and characterizing novel lignans is crucial for discovering new therapeutic agents.
Purpose of the Study:
- To isolate and characterize new and known lignans from Phyllanthodendron dunnianum.
- To determine the absolute configurations of the newly isolated lignans.
- To evaluate the antibacterial activities of the isolated lignans against various pathogenic bacteria.
Main Methods:
- Isolation of lignans using chromatographic techniques.
- Structure elucidation using 1D and 2D Nuclear Magnetic Resonance (NMR) spectroscopy and High-Resolution Electrospray Ionization Mass Spectrometry (HRESIMS).
- Determination of absolute configurations using Density Functional Theory (DFT) GIAO 13C NMR and Electronic Circular Dichroism (ECD) calculations.
- Antibacterial activity testing using broth microdilution method to determine Minimum Inhibitory Concentration (MIC) values.
Main Results:
- Two new lignans, phyllanins A (1) and B (2), along with four known lignans (3-6), were successfully isolated.
- The planar structures were confirmed through comprehensive spectroscopic analyses.
- The absolute configurations of phyllanins A and B were determined for the first time.
- Phyllanin B (2) and known lignan 5 exhibited significant antibacterial activity against Methicillin-resistant Staphylococcus aureus (MRSA) and Staphylococcus aureus, with MIC values of 4 µg/mL and 8 µg/mL, respectively.
Conclusions:
- Phyllanthodendron dunnianum is a source of novel lignan compounds.
- Phyllanins A and B represent new additions to the known lignan chemical diversity.
- Phyllanin B and compound 5 demonstrate promising antibacterial potential, warranting further investigation for therapeutic applications against resistant bacterial strains.
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