Volume 15, Issue 3 e1700553
Full paper

Six New Polyhydroxysteroidal Glycosides, Anthenosides S1 – S6, from the Starfish Anthenea sibogae

Alla A. Kicha

Alla A. Kicha

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia

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Dinh T. Ha

Dinh T. Ha

Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Nighiado, Cau Giay, Hanoi, Vietnam

Graduate University of Science and Technology, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam

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Natalia V. Ivanchina

Natalia V. Ivanchina

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia

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Timofey V. Malyarenko

Timofey V. Malyarenko

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia

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Anatoly I. Kalinovsky

Anatoly I. Kalinovsky

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia

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Pavel S. Dmitrenok

Pavel S. Dmitrenok

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia

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Svetlana P. Ermakova

Svetlana P. Ermakova

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia

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Olesya S. Malyarenko

Olesya S. Malyarenko

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia

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Nguyen A. Hung

Nguyen A. Hung

Graduate University of Science and Technology, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam

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Tran T. T. Thuy

Tran T. T. Thuy

Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Nighiado, Cau Giay, Hanoi, Vietnam

Graduate University of Science and Technology, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam

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Pham Q. Long

Pham Q. Long

Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Nighiado, Cau Giay, Hanoi, Vietnam

Graduate University of Science and Technology, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam

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First published: 22 January 2018
Citations: 8

Abstract

Six new polyhydroxysteroidal glycosides, anthenosides S1  – S6 (1 – 6), along with a mixture of two previously known related glycosides, 7 and 8, were isolated from the methanolic extract of the starfish Anthenea sibogae. The structures of 1 – 6 were established by NMR and HR-ESI-MS techniques as well as by chemical transformations. All new compounds have a 5α-cholest-8(14)-ene-3α,6β,7β,16α-tetrahydroxysteroidal nucleus and differ from majority of starfish glycosides in positions of carbohydrate moieties at C(7) and C(16) (1 – 4, 6) or only at C(16) (5). The 4-O-methyl-β-d-glucopyranose residue (2) and Δ24-cholestane side chain (3) have not been found earlier in the starfish steroidal glycosides. The mixture of 7 and 8 slightly inhibited the proliferation of human breast cancer T-47D cells and decreased the colony size in the colony formation assay.

Graphical Abstract

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