Russian Chemical Bulletin, International Edition, Vol. 53, No. 2, pp. 447—454, February, 2004 447
10665285/04/53020447 © 2004 Plenum Publishing Corporation
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 427—434, February, 2004.
Polar steroidal compounds from the FarEastern starfish
Lethasterias nanimensis chelifera
A. A. Kicha,
N. V. Ivanchina, A. I. Kalinovskii, P. S. Dmitrenok, S. O. Kainara,
D. L. Aminin, I. G. Agafonova, and V. A. Stonik
Pacific Institute of Bioorganic Chemistry, FarEastern Branch of the Russian Academy of Sciences,
159 prosp. 100 let Vladivostoku, 690022 Vladivostok, Russian Federation.
+7 (423 2) 31 4050. Email: email@example.com
In addition to the salts described previously (with a sulfated steroid as the anion and the
alkaloid salsolinol as the cation), nine other steroidal compounds including three new com
pounds were isolated from the FarEastern starfish Lethasterias nanimensis chelifera collected
near the coast of the Onekotan island (Kuril isles). A nonsteroidal compound found in this
starfish is (1S,3S)1methyl1,2,3,4tetrahydro
carboline3carboxylic acid. The structures
of the isolated compounds were determined by NMR spectroscopy and mass spectrometry.
Key words: starfish, Lethasterias nanimensis chelifera, steroidal sulfates, glycosides, alka
loids, salsolinol, 1methyl1,2,3,4tetrahydro
carboline3carboxylic acid, NMR spectra,
we reported the isolation of new salts (1—3)
from the starfish Lethasterias nanimensis chelifera col
lected near the coast of the Onekotan island (Kuril isles).
These compounds contain a sulfated steroid as the anion
and the alkaloid salsolinol as the cation.
Starfishes, unlike other Echinodermata, contain a va
riety of polar steroidal compounds. Usually these include
polyhydroxy steroids, mono and biosides of polyhydroxy
steroids, and toxic steroidal oligoglycosides named astero
Asterosaponins contain a 9(11) double bond
and a 3
diol group in the steroid nucleus; the sulfate
group is attached to C(3) of the aglycon, while the C(6)
atom bears a carbohydrate chain consisting of five or six
X = A (1—3), Na (4, 6, 8, 10, 11), B (5, 7, 9); R = H (1, 4, 5), C (10, 11); R
(10), OH (11)