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Two New Steroidal Monoglycosides, Anthenosides A? and A?, and Revision of the Structure of Known Anthenoside A with Unusual Monosaccharide Residue from the Starfish Anthenea aspera.


ABSTRACT: Two new polyhydroxysteroidal glycosides, anthenosides A? (1) and A? (2), and one previously known steroidal glycoside anthenoside A (3) were isolated from extract of the tropical starfish Anthenea aspera. Structures of 1?3 were determined by analysis of the spectroscopic data as well as chemical transformations. As a result, the structure of anthenoside A has been revised and the structures of 1 and 2 were established. Glycosides 1?3 contain a 2-acetamido-2-deoxy-4-O-methyl-?-d-glucopyranosyl residue, found in the starfish steroidal glycosides for the first time. All the isolated compounds slightly inhibited cell viability of human cancer T-47D cells and did not show cytotoxic effects against RPMI-7951 cells. Glycoside 1 slightly inhibited colony formation of human cancer RPMI-7951 cells by 16% while compound 2 decreased the number of colonies of T-47D cells by 40%.

SUBMITTER: Malyarenko TV 

PROVIDER: S-EPMC6102596 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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Two New Steroidal Monoglycosides, Anthenosides A₁ and A₂, and Revision of the Structure of Known Anthenoside A with Unusual Monosaccharide Residue from the Starfish <i>Anthenea aspera</i>.

Malyarenko Timofey V TV   Ivanchina Natalia V NV   Malyarenko Olesya S OS   Kalinovsky Anatoly I AI   Dmitrenok Pavel S PS   Evtushenko Evgeny V EV   Minh Chau Van CV   Kicha Alla A AA  

Molecules (Basel, Switzerland) 20180503 5


Two new polyhydroxysteroidal glycosides, anthenosides A₁ (<b>1</b>) and A₂ (<b>2</b>), and one previously known steroidal glycoside anthenoside A (<b>3</b>) were isolated from extract of the tropical starfish <i>Anthenea aspera</i>. Structures of <b>1</b>⁻<b>3</b> were determined by analysis of the spectroscopic data as well as chemical transformations. As a result, the structure of anthenoside A has been revised and the structures of <b>1</b> and <b>2</b> were established. Glycosides <b>1</b>⁻<  ...[more]

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