Literature DB >> 29356326

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

Alla A Kicha1, Dinh T Ha2,3, Natalia V Ivanchina1, Timofey V Malyarenko1, Anatoly I Kalinovsky1, Pavel S Dmitrenok1, Svetlana P Ermakova1, Olesya S Malyarenko1, Nguyen A Hung3, Tran T T Thuy2,3, Pham Q Long2,3.   

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.
© 2018 Wiley-VHCA AG, Zurich, Switzerland.

Entities:  

Keywords:  zzm321990Anthenea sibogaezzm321990; clonogenic assay; glycosides; polyhydroxysteroids; starfish

Mesh:

Substances:

Year:  2018        PMID: 29356326     DOI: 10.1002/cbdv.201700553

Source DB:  PubMed          Journal:  Chem Biodivers        ISSN: 1612-1872            Impact factor:   2.408


  4 in total

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

Authors:  Timofey V Malyarenko; Natalia V Ivanchina; Olesya S Malyarenko; Anatoly I Kalinovsky; Pavel S Dmitrenok; Evgeny V Evtushenko; Chau Van Minh; Alla A Kicha
Journal:  Molecules       Date:  2018-05-03       Impact factor: 4.411

2.  In Vitro Anticancer and Proapoptotic Activities of Steroidal Glycosides from the Starfish Anthenea aspera.

Authors:  Timofey V Malyarenko; Olesya S Malyarenko; Alla A Kicha; Natalia V Ivanchina; Anatoly I Kalinovsky; Pavel S Dmitrenok; Svetlana P Ermakova; Valentin A Stonik
Journal:  Mar Drugs       Date:  2018-11-01       Impact factor: 5.118

Review 3.  Bright Spots in The Darkness of Cancer: A Review of Starfishes-Derived Compounds and Their Anti-Tumor Action.

Authors:  Valentina Lazzara; Vincenzo Arizza; Claudio Luparello; Manuela Mauro; Mirella Vazzana
Journal:  Mar Drugs       Date:  2019-10-29       Impact factor: 5.118

4.  Unusual Polyhydroxylated Steroids from the Starfish Anthenoides laevigatus, Collected off the Coastal Waters of Vietnam.

Authors:  Alla A Kicha; Dinh T Ha; Timofey V Malyarenko; Anatoly I Kalinovsky; Roman S Popov; Olesya S Malyarenko; Tran T T Thuy; Pham Q Long; Nguyen T T Ha; Natalia V Ivanchina
Journal:  Molecules       Date:  2020-03-23       Impact factor: 4.411

  4 in total

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