Asponchimides A-E: new enantiomeric N-acetyldopamine trimers from Aspongopus chinensis / 中国天然药物
Chinese Journal of Natural Medicines (English Ed.)
; (6): 859-867, 2023.
Article
in English
| WPRIM (Western Pacific)
| ID: wpr-1010997
Responsible library:
WPRO
ABSTRACT
Five new racemic N-acetyldopamine (NADA) trimers, asponchimides A-E (1-5), were isolated from Aspongopus chinensis, a prominent traditional Chinese medicinal insect employed for alleviating pain, treating indigestion, and addressing kidney ailments. Compounds 1-5 were successfully resolved by chiral high-performance liquid chromatography (HPLC), yielding five pairs of enantiomers (+)- and (-)-asponchimides A-E (1a/1b-5a/5b). Their structural identities were discerned by extensive spectroscopic analyses, including high-resolution mass spectrometry (HRMS), ultraviolet-visible (UV-Vis) spectroscopy, infrared (IR) spectroscopy, and nuclear magnetic resonance (NMR), and their absolute configurations were determined by electronic circular dichroism (ECD) calculations. Compounds 1-5 are pioneering instances of NADA trimers featuring a Δ7 double bond. When subjected to a series of bioassays, a majority of the compounds exhibited weak inhibitory activity against nitric oxide (NO) production in LPS-induced RAW 264.7 cells.
Full text:
Available
Database:
WPRIM (Western Pacific)
Main subject:
Magnetic Resonance Spectroscopy
/
Molecular Structure
/
Dopamine
/
Nitric Oxide
Language:
English
Journal:
Chinese Journal of Natural Medicines (English Ed.)
Year:
2023
Document type:
Article