TY - JOUR
T1 - Diverse Aromatic Metabolites in the Solitary Tunicate Cnemidocarpa irene
AU - Miyako, Kei
AU - Yasuno, Yoko
AU - Shinada, Tetsuro
AU - Fujita, Masaki J.
AU - Sakai, Ryuichi
N1 - Funding Information:
We would like to thank Professors T. Akizawa and M. Konishi at Setsunan University for preparation of rat synaptosome. We are grateful to all crew members of the Hokkaido University research vessel Ushio Maru for assistance in sample collection. This research was supported by grants from the Japan Society for the Promotion of Science, 20H04758, 19H03040, and 15H04546, and from the South Hokkaido Science Promotion Foundation awarded to R.S.
Publisher Copyright:
© 2020 American Chemical Society. All rights reserved.
PY - 2020/10/23
Y1 - 2020/10/23
N2 - Fourteen aromatic metabolites (6-19) were isolated from an aqueous extract of the solitary tunicate Cnemidocarpa irene collected in Hokkaido, Japan. The structures of the metabolites were determined based on the spectroscopic interpretations, including one- and two-dimensional NMR, mass spectra, UV, and circular dichroism data. The biopterin analogue 10 modulated the behavior of mice after intracerebroventricular injection and showed a weak affinity to ionotropic glutamate receptor subtypes. Analyses of fluorescent coelomic fluid of the tunicate revealed that pterin 12 was responsible for the fluorescence of the blood cells, while β-carbolines 1 and 3 were fluorescent compounds in the serum. The metabolic profiles in adults, juveniles, larvae, and eggs of the animal differed substantially, suggesting that the metabolism of the animal, especially biosynthesis of aromatic secondary metabolites, changes over different life stages.
AB - Fourteen aromatic metabolites (6-19) were isolated from an aqueous extract of the solitary tunicate Cnemidocarpa irene collected in Hokkaido, Japan. The structures of the metabolites were determined based on the spectroscopic interpretations, including one- and two-dimensional NMR, mass spectra, UV, and circular dichroism data. The biopterin analogue 10 modulated the behavior of mice after intracerebroventricular injection and showed a weak affinity to ionotropic glutamate receptor subtypes. Analyses of fluorescent coelomic fluid of the tunicate revealed that pterin 12 was responsible for the fluorescence of the blood cells, while β-carbolines 1 and 3 were fluorescent compounds in the serum. The metabolic profiles in adults, juveniles, larvae, and eggs of the animal differed substantially, suggesting that the metabolism of the animal, especially biosynthesis of aromatic secondary metabolites, changes over different life stages.
UR - http://www.scopus.com/inward/record.url?scp=85094221748&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85094221748&partnerID=8YFLogxK
U2 - 10.1021/acs.jnatprod.0c00789
DO - 10.1021/acs.jnatprod.0c00789
M3 - Article
C2 - 33030894
AN - SCOPUS:85094221748
SN - 0163-3864
VL - 83
SP - 3156
EP - 3165
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 10
ER -