Complete NMR assignments of undegraded asterosaponins from Asterias amurensis.
Four asterosaponins, thornasteroside A (1), versicoside A (2), anasteroside B (3), and asteronylpentaglycoside sulfate (4), were isolated from the predatory starfish Asterias amurensis Lütken. Unlike previous studies focusing on structure elucidation by degradation of the complex saponin molecules, complete nuclear magnetic resonance (NMR) assignment for the intact molecules was accomplished using 600 MHz high magnetic field NMR. The complete set of NMR assignments can help in the structure elucidation of asterosaponins isolated in low yields without resorting to chemical degradation. Furthermore, this approach can be extended to other complex steroidal saponins, which may accelerate the discovery of bioactive secondary metabolites from this invasive starfish species.
Department of Chemistry, University of Iowa, Iowa City, IA, 52242, USA.
In Hyun
IH
Hwang
Roshan
R
Kulkarni
Min Hye
MH
Yang
Soo Jin
SJ
Choo
Wei
W
Zhou
Sang Myung
SM
Lee
Tae Su
TS
Jang
Gil-Saeng
GS
Jeong
Hyeun Wook
HW
Chang
MinKyun
M
Na
D000818:Animals; D047271:Asterias; D002783:Cholestenones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D054872:Fatty Acid Synthesis Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D011283:Pregnenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D012503:Saponins / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology
D002783:Cholestenones; D054872:Fatty Acid Synthesis Inhibitors; D006027:Glycosides; D011083:Polycyclic Compounds; D011283:Pregnenes; D012503:Saponins; C451139:anasteroside B; C515773:asterosaponin 1; C513249:thornasteroside A; C451138:versicoside A