Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production
10.4062/biomolther.2023.028
- Author:
Soohyun UM
1
;
Hyeongju JEONG
;
Joon Soo AN
;
Se Jin JO
;
Young Ran KIM
;
Dong-Chan OH
;
Kyuho MOON
Author Information
1. College of Pharmacy, Yonsei Institute of Pharmaceutical Sciences, Yonsei University, Incheon 21983, Republic of Korea
- Publication Type:Original Article
- From:Biomolecules & Therapeutics
2023;31(5):566-572
- CountryRepublic of Korea
- Language:English
-
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.