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

New marine glycoconjugates—the steroidal glycosides designated as anthenosides V–X (1–3)—and the seven previously known anthenosides E (4), G (5), J (6), K (7), S1 (8), S4 (9), and S6 (10) were isolated from the extract of the tropical starfish Anthenea aspera. The structures of 1–3 were elucidated...

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Autores principales: Malyarenko, Timofey V., Malyarenko, Olesya S., Kicha, Alla A., Ivanchina, Natalia V., Kalinovsky, Anatoly I., Dmitrenok, Pavel S., Ermakova, Svetlana P., Stonik, Valentin A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6266882/
https://www.ncbi.nlm.nih.gov/pubmed/30388749
http://dx.doi.org/10.3390/md16110420
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author Malyarenko, Timofey V.
Malyarenko, Olesya S.
Kicha, Alla A.
Ivanchina, Natalia V.
Kalinovsky, Anatoly I.
Dmitrenok, Pavel S.
Ermakova, Svetlana P.
Stonik, Valentin A.
author_facet Malyarenko, Timofey V.
Malyarenko, Olesya S.
Kicha, Alla A.
Ivanchina, Natalia V.
Kalinovsky, Anatoly I.
Dmitrenok, Pavel S.
Ermakova, Svetlana P.
Stonik, Valentin A.
author_sort Malyarenko, Timofey V.
collection PubMed
description New marine glycoconjugates—the steroidal glycosides designated as anthenosides V–X (1–3)—and the seven previously known anthenosides E (4), G (5), J (6), K (7), S1 (8), S4 (9), and S6 (10) were isolated from the extract of the tropical starfish Anthenea aspera. The structures of 1–3 were elucidated by extensive NMR and ESIMS techniques. Glycoside 1 contains a rare 5α-cholest-8(14)-ene-3α,7β,16α-hydroxysteroidal nucleus. Compounds 2 and 3 were isolated as inseparable mixtures of epimers. All investigated compounds (1–10) at nontoxic concentrations inhibited colony formation of human melanoma RPMI-7951, breast cancer T-47D, and colorectal carcinoma HT-29 cells to a variable degree. The mixture of 6 and 7 possessed significant anticancer activity and induced apoptosis of HT-29 cells. The molecular mechanism of the proapoptotic action of this mixture was shown to be associated with the regulation of anti- and proapoptotic protein expression followed by the activation of initiator and effector caspases.
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spelling pubmed-62668822018-12-06 In Vitro Anticancer and Proapoptotic Activities of Steroidal Glycosides from the Starfish Anthenea aspera Malyarenko, Timofey V. Malyarenko, Olesya S. Kicha, Alla A. Ivanchina, Natalia V. Kalinovsky, Anatoly I. Dmitrenok, Pavel S. Ermakova, Svetlana P. Stonik, Valentin A. Mar Drugs Article New marine glycoconjugates—the steroidal glycosides designated as anthenosides V–X (1–3)—and the seven previously known anthenosides E (4), G (5), J (6), K (7), S1 (8), S4 (9), and S6 (10) were isolated from the extract of the tropical starfish Anthenea aspera. The structures of 1–3 were elucidated by extensive NMR and ESIMS techniques. Glycoside 1 contains a rare 5α-cholest-8(14)-ene-3α,7β,16α-hydroxysteroidal nucleus. Compounds 2 and 3 were isolated as inseparable mixtures of epimers. All investigated compounds (1–10) at nontoxic concentrations inhibited colony formation of human melanoma RPMI-7951, breast cancer T-47D, and colorectal carcinoma HT-29 cells to a variable degree. The mixture of 6 and 7 possessed significant anticancer activity and induced apoptosis of HT-29 cells. The molecular mechanism of the proapoptotic action of this mixture was shown to be associated with the regulation of anti- and proapoptotic protein expression followed by the activation of initiator and effector caspases. MDPI 2018-11-01 /pmc/articles/PMC6266882/ /pubmed/30388749 http://dx.doi.org/10.3390/md16110420 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Malyarenko, Timofey V.
Malyarenko, Olesya S.
Kicha, Alla A.
Ivanchina, Natalia V.
Kalinovsky, Anatoly I.
Dmitrenok, Pavel S.
Ermakova, Svetlana P.
Stonik, Valentin A.
In Vitro Anticancer and Proapoptotic Activities of Steroidal Glycosides from the Starfish Anthenea aspera
title In Vitro Anticancer and Proapoptotic Activities of Steroidal Glycosides from the Starfish Anthenea aspera
title_full In Vitro Anticancer and Proapoptotic Activities of Steroidal Glycosides from the Starfish Anthenea aspera
title_fullStr In Vitro Anticancer and Proapoptotic Activities of Steroidal Glycosides from the Starfish Anthenea aspera
title_full_unstemmed In Vitro Anticancer and Proapoptotic Activities of Steroidal Glycosides from the Starfish Anthenea aspera
title_short In Vitro Anticancer and Proapoptotic Activities of Steroidal Glycosides from the Starfish Anthenea aspera
title_sort in vitro anticancer and proapoptotic activities of steroidal glycosides from the starfish anthenea aspera
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6266882/
https://www.ncbi.nlm.nih.gov/pubmed/30388749
http://dx.doi.org/10.3390/md16110420
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