Biomol Ther.
2023 Sep;31(5):566-572. 10.4062/biomolther.2023.028.
Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production
- Affiliations
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- 1College of Pharmacy, Yonsei Institute of Pharmaceutical Sciences, Yonsei University, Incheon 21983, Republic of Korea
- 2College of Pharmacy, Research Institute of Pharmaceutical Sciences, Chonnam National University, Gwangju 61186, Republic of Korea
- 3Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea
- KMID: 2545714
- DOI: http://doi.org/10.4062/biomolther.2023.028
Abstract
- A chiral derivatization strategy with phenylglycine methyl ester (PGME) was employed to develop a straightforward method to determine the absolute configurations of N,N-dimethyl amino acids. The PGME derivatives were analyzed using liquid chromatography-mass spectrometry to identify the absolute configurations of various N,N-dimethyl amino acids based on their elution time and order. The established method was applied to assign the absolute configuration of the N,N-dimethyl phenylalanine in sanjoinine A (4), a cyclopeptide alkaloid isolated from Zizyphi Spinosi Semen widely used as herbal medicine for insomnia. Sanjoinine A displayed production of nitric oxide (NO) in LPS-activated RAW 264.7 cells.
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