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

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          Abstract

          Four new polyhydroxylated steroids 14 were isolated along with two previously known related steroids 5 and 6 from the methanolic extract of the starfish Anthenoides laevigatus collected off the coastal waters of Vietnam. Structures of new compounds were substantially elucidated by one-dimensional (1D) and two-dimensional (2D) NMR spectroscopy and HRESIMS techniques. Heptaol 1 and hexaol 2 contain the common 5α-cholestane skeleton, while hexaol 3 and heptaol 4 have the rare among starfish steroid compounds 5β-cholestane skeleton. Compounds 1, 5, and 6 do not show cytotoxic effects against normal JB6 Cl41 and cancer HT-29 and MDA-MB-231 cells, however they inhibit cell proliferation and colony formation of cancer HT-29 and MDA-MB-231 cells.

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          Most cited references18

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          Steroid glycosides from marine organisms.

          Structures, taxonomic distribution and biological activities of steroid glycosides isolated from marine organisms over the last 8-10 years are reviewed. The bibliography includes 130 references. Copyright © 2010 Elsevier Inc. All rights reserved.
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            Marine polar steroids

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              Chemical constituents and bioactivities of starfish.

              Starfish have been the research topic in many chemical and pharmacological laboratories due to their complex secondary metabolites and diverse bioactivities. The aim of this review is to provide an up-to-date review on the chemistry and bioactivity of compounds isolated from all kinds of starfish to illustrate the chemodiversity and biological significance of these constituents, along with their geographical distribution where it is discernible. Copyright © 2011 Verlag Helvetica Chimica Acta AG, Zürich.
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                Author and article information

                Contributors
                Role: Academic Editor
                Journal
                Molecules
                Molecules
                molecules
                Molecules
                MDPI
                1420-3049
                23 March 2020
                March 2020
                : 25
                : 6
                : 1440
                Affiliations
                [1 ]G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia; malyarenko-tv@ 123456mail.ru (T.V.M.); kaaniw@ 123456piboc.dvo.ru (A.I.K.); prs_90@ 123456mail.ru (R.S.P.); malyarenko.os@ 123456gmail.com (O.S.M.); ivanchina@ 123456piboc.dvo.ru (N.V.I.)
                [2 ]Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam; dinhha.inpc@ 123456gmail.com
                [3 ]Graduate University of Science and Technology, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam; mar.biochem@ 123456fpt.vn
                [4 ]School of Natural Sciences, Far Eastern Federal University, Sukhanova Str. 8, 690000 Vladivostok, Russia
                [5 ]Institute of Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam; thuha.vast@ 123456gmail.com
                Author notes
                [* ]Correspondence: kicha@ 123456piboc.dvo.ru or allakicha@ 123456mail.ru (A.A.K.); thuy.tran@ 123456inpc.vast.vn (T.T.T.T.); Tel.: +7-423-2312-360 (A.A.K.); Fax: +7-423-2314-050 (A.A.K.)
                Author information
                https://orcid.org/0000-0002-6594-8471
                https://orcid.org/0000-0002-3262-0373
                Article
                molecules-25-01440
                10.3390/molecules25061440
                7145304
                32209997
                d70c8d95-c56b-469c-9801-708ece220ea4
                © 2020 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/).

                History
                : 13 February 2020
                : 20 March 2020
                Categories
                Article

                polyhydroxylated steroids,nmr spectra,starfish,anthenoides laevigatus,cytotoxicity,soft agar assay

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