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Biologically Active Echinulin-Related Indolediketopiperazines from the Marine Sediment-Derived Fungus Aspergillus niveoglaucus

Seven known echinulin-related indolediketopiperazine alkaloids (1–7) were isolated from the Vietnamese sediment-derived fungus Aspergillus niveoglaucus. Using chiral HPLC, the enantiomers of cryptoechinuline B (1) were isolated as individual compounds for the first time. (+)-Cryptoechinuline B (1a)...

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Autores principales: Smetanina, Olga F., Yurchenko, Anton N., Girich (Ivanets), Elena V., Trinh, Phan Thi Hoai, Antonov, Alexander S., Dyshlovoy, Sergey A., von Amsberg, Gunhild, Kim, Natalya Y., Chingizova, Ekaterina A., Pislyagin, Evgeny A., Menchinskaya, Ekaterina S., Yurchenko, Ekaterina A., Van, Tran Thi Thanh, Afiyatullov, Shamil S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6983058/
https://www.ncbi.nlm.nih.gov/pubmed/31878044
http://dx.doi.org/10.3390/molecules25010061
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author Smetanina, Olga F.
Yurchenko, Anton N.
Girich (Ivanets), Elena V.
Trinh, Phan Thi Hoai
Antonov, Alexander S.
Dyshlovoy, Sergey A.
von Amsberg, Gunhild
Kim, Natalya Y.
Chingizova, Ekaterina A.
Pislyagin, Evgeny A.
Menchinskaya, Ekaterina S.
Yurchenko, Ekaterina A.
Van, Tran Thi Thanh
Afiyatullov, Shamil S.
author_facet Smetanina, Olga F.
Yurchenko, Anton N.
Girich (Ivanets), Elena V.
Trinh, Phan Thi Hoai
Antonov, Alexander S.
Dyshlovoy, Sergey A.
von Amsberg, Gunhild
Kim, Natalya Y.
Chingizova, Ekaterina A.
Pislyagin, Evgeny A.
Menchinskaya, Ekaterina S.
Yurchenko, Ekaterina A.
Van, Tran Thi Thanh
Afiyatullov, Shamil S.
author_sort Smetanina, Olga F.
collection PubMed
description Seven known echinulin-related indolediketopiperazine alkaloids (1–7) were isolated from the Vietnamese sediment-derived fungus Aspergillus niveoglaucus. Using chiral HPLC, the enantiomers of cryptoechinuline B (1) were isolated as individual compounds for the first time. (+)-Cryptoechinuline B (1a) exhibited neuroprotective activity in 6-OHDA-, paraquat-, and rotenone-induced in vitro models of Parkinson’s disease. (−)-Cryptoechinuline B (1b) and neoechinulin C (5) protected the neuronal cells against paraquat-induced damage in a Parkinson’s disease model. Neoechinulin B (4) exhibited cytoprotective activity in a rotenone-induced model, and neoechinulin (7) showed activity in the 6-OHDA-induced model.
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spelling pubmed-69830582020-02-06 Biologically Active Echinulin-Related Indolediketopiperazines from the Marine Sediment-Derived Fungus Aspergillus niveoglaucus Smetanina, Olga F. Yurchenko, Anton N. Girich (Ivanets), Elena V. Trinh, Phan Thi Hoai Antonov, Alexander S. Dyshlovoy, Sergey A. von Amsberg, Gunhild Kim, Natalya Y. Chingizova, Ekaterina A. Pislyagin, Evgeny A. Menchinskaya, Ekaterina S. Yurchenko, Ekaterina A. Van, Tran Thi Thanh Afiyatullov, Shamil S. Molecules Article Seven known echinulin-related indolediketopiperazine alkaloids (1–7) were isolated from the Vietnamese sediment-derived fungus Aspergillus niveoglaucus. Using chiral HPLC, the enantiomers of cryptoechinuline B (1) were isolated as individual compounds for the first time. (+)-Cryptoechinuline B (1a) exhibited neuroprotective activity in 6-OHDA-, paraquat-, and rotenone-induced in vitro models of Parkinson’s disease. (−)-Cryptoechinuline B (1b) and neoechinulin C (5) protected the neuronal cells against paraquat-induced damage in a Parkinson’s disease model. Neoechinulin B (4) exhibited cytoprotective activity in a rotenone-induced model, and neoechinulin (7) showed activity in the 6-OHDA-induced model. MDPI 2019-12-23 /pmc/articles/PMC6983058/ /pubmed/31878044 http://dx.doi.org/10.3390/molecules25010061 Text en © 2019 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
Smetanina, Olga F.
Yurchenko, Anton N.
Girich (Ivanets), Elena V.
Trinh, Phan Thi Hoai
Antonov, Alexander S.
Dyshlovoy, Sergey A.
von Amsberg, Gunhild
Kim, Natalya Y.
Chingizova, Ekaterina A.
Pislyagin, Evgeny A.
Menchinskaya, Ekaterina S.
Yurchenko, Ekaterina A.
Van, Tran Thi Thanh
Afiyatullov, Shamil S.
Biologically Active Echinulin-Related Indolediketopiperazines from the Marine Sediment-Derived Fungus Aspergillus niveoglaucus
title Biologically Active Echinulin-Related Indolediketopiperazines from the Marine Sediment-Derived Fungus Aspergillus niveoglaucus
title_full Biologically Active Echinulin-Related Indolediketopiperazines from the Marine Sediment-Derived Fungus Aspergillus niveoglaucus
title_fullStr Biologically Active Echinulin-Related Indolediketopiperazines from the Marine Sediment-Derived Fungus Aspergillus niveoglaucus
title_full_unstemmed Biologically Active Echinulin-Related Indolediketopiperazines from the Marine Sediment-Derived Fungus Aspergillus niveoglaucus
title_short Biologically Active Echinulin-Related Indolediketopiperazines from the Marine Sediment-Derived Fungus Aspergillus niveoglaucus
title_sort biologically active echinulin-related indolediketopiperazines from the marine sediment-derived fungus aspergillus niveoglaucus
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6983058/
https://www.ncbi.nlm.nih.gov/pubmed/31878044
http://dx.doi.org/10.3390/molecules25010061
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