Some constituents of the sea cucumber Cucumaria frondosa

Some constituents of the sea cucumber Cucumaria frondosa

228 Marine Chemistry, 12 (1983) 228 Elsevier Science Publishers B.V., Amsterdam -- Printed in The Netherlands SOME CONSTITUENTS OF THE SEA CUCUMBER ...

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Marine Chemistry, 12 (1983) 228 Elsevier Science Publishers B.V., Amsterdam -- Printed in The Netherlands

SOME CONSTITUENTS OF THE SEA CUCUMBER CUCUMARIA

FRONDOSA JOHN A. FINDLAY, ANAND DALJEET and Y. E. MOHARIR

Department of Chemistry, University of New Brunswick, Fredericton, New Brunswick (Canada)

ABSTRACT Findlay, J.A., Daljeet, A. and Moharir, Y.E., 1983. Some constituents of the sea cucumber Cucumaria frondosa. Mar. Chem., 12: 228. Solvent extraction of Cucumaria frondosa, collected in Paa~mmquoddy Bay has afforded a variety of natural products. Silica gel chromatography of the chloroform extract has provided an abundance of sterol glycosides, sterol sulfates and free sterols which have been examined by gas chromatography/mass spectrometry (GC/MS) and nuclear magnetic resonance apectroscopy (1 H nmr). tt appears that the free sterol and the sterol glycoside mixtures are composed mainly of AT-sterols, whereas the sterol sulfate mixture is composed predominantly of cholesterol and cholestanoL By methanol extraction, a mixture of triterpenoid saponins has been obtained. Partial hydrolysis of this material has yielded several monosaccharides, aglycones and one aglycone with a xylose unit attached. A new triterpenoid laetone has been isolated and its structure is proposed on the basis of 1H nmr, infrared (IR), and MS data. From the light petroleum ether extract, a number of compounds have been obtained, including the known carotenoid canthaxanthin and a plastochromanol never previously reported from marine sources. Alkaline hydrolysis of the lipid fraction provided a mixture of sterols and the known compound batyl alcohol.

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