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KMID : 0606920230310050566
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Biomolecules & Therapeutics
2023 Volume.31 No. 5 p.566 ~ p.572
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Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production
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Um Soo-Hyun
Jeong Hyeong-Ju
An Joon-Soo
Jo Se-Jin
Kim Young-Ran
Oh Dong-Chan
Moon Kyu-Ho
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Abstract
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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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KEYWORD
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N,N-dimethyl amino acids, Phenylglycine methyl ester, Chemical derivatization, LC-MS analysis, Nitric oxide production
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