Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production

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 con...

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Detalles Bibliográficos
Autores principales: Um, Soohyun, Jeong, Hyeongju, An, Joon Soo, Jo, Se Jin, Kim, Young Ran, Oh, Dong-Chan, Moon, Kyuho
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Korean Society of Applied Pharmacology 2023
Materias:
Original Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10468421/
https://www.ncbi.nlm.nih.gov/pubmed/37019875
http://dx.doi.org/10.4062/biomolther.2023.028
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author Um, Soohyun
Jeong, Hyeongju
An, Joon Soo
Jo, Se Jin
Kim, Young Ran
Oh, Dong-Chan
Moon, Kyuho
author_facet Um, Soohyun
Jeong, Hyeongju
An, Joon Soo
Jo, Se Jin
Kim, Young Ran
Oh, Dong-Chan
Moon, Kyuho
author_sort Um, Soohyun
collection PubMed
description 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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spelling pubmed-104684212023-09-01 Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production Um, Soohyun Jeong, Hyeongju An, Joon Soo Jo, Se Jin Kim, Young Ran Oh, Dong-Chan Moon, Kyuho Biomol Ther (Seoul) Original Article 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. The Korean Society of Applied Pharmacology 2023-09-01 2023-04-06 /pmc/articles/PMC10468421/ /pubmed/37019875 http://dx.doi.org/10.4062/biomolther.2023.028 Text en Copyright © 2023, The Korean Society of Applied Pharmacology https://creativecommons.org/licenses/by-nc/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/by-nc/4.0 (https://creativecommons.org/licenses/by-nc/4.0/) ) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Original Article
Um, Soohyun
Jeong, Hyeongju
An, Joon Soo
Jo, Se Jin
Kim, Young Ran
Oh, Dong-Chan
Moon, Kyuho
Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production
title Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production
title_full Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production
title_fullStr Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production
title_full_unstemmed Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production
title_short Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production
title_sort chromatographic determination of the absolute configuration in sanjoinine a that increases nitric oxide production
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10468421/
https://www.ncbi.nlm.nih.gov/pubmed/37019875
http://dx.doi.org/10.4062/biomolther.2023.028
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