Bioactivity and toxicity of triterpene glycosides from the sea cucumber Psolus patagonicus (Dendrochirotida: Psolidae)

MUNIAIN, C.; CENTURIÓN, R.; CAREAGA, V.; MAIER, M.

JOURNAL OF THE MARINE BIOLOGICAL ASSOCIATION OF THE UNITED KINGDOM

Cambridge University Press

Lugar: Plymouth, UK; Año: 2008 vol. 88 p. 817 - 823

0025-3154

Information on the chemical ecology and bioactivity of chemical compounds present in the sea cucumber Psolus patagonicusPsolus patagonicus is provided through an interdisciplinary approach. The specimens studied were collected from two different and very distant sampling localities: Bridges Islands (Beagle Channel, Ushuaia, 548 4805700 S 668 2500000 W) at depths of 4 to 10 m by SCUBA diving, and from the scallop beds of Zigochlamys patagonica (398 2701000 S 558 5607600 W), at depths of 110 m and 115 m (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi diving, and from the scallop beds of Zigochlamys patagonica (398 2701000 S 558 5607600 W), at depths of 110 m and 115 m (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi (438 4708400 S 598 5608000 W) by means of non-selective dredge in the South Atlantic Ocean. The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spectroscopy) and chemical methods. A purified fraction containing Patagonicoside A as the main triterpene showed a high level ofmortality against the brine shrimp Artemia salina and revealed different antifungal activity of Patagonicoside A and its desulphated glycoside (ds-Patagonicoside A) against the fungi The secondary metabolites were isolated from complete adults by a combination of chromatographic methods and purified by high-performance liquid chromatography. They were characterized as triterpene glycosides through extensive spectroscopic analyses (nuclear magnetic resonance and fast atom bombardment mass spect