Zoanthamine Alkaloids from the Zoantharian Zoanthus cf. pulchellus and Their Effects in Neuroinflammation

Two new zoanthamine alkaloids, namely 3-acetoxynorzoanthamine (1) and 3-acetoxyzoanthamine (2), have been isolated from the zoantharian Zoanthus cf. pulchellus collected off the coast of the Santa Elena Peninsula, Ecuador, together with three known derivatives: zoanthamine, norzoanthamine, and 3-hyd...

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Main Authors: Paul O. Guillen, Sandra Gegunde, Karla B. Jaramillo, Amparo Alfonso, Kevin Calabro, Eva Alonso, Jenny Rodriguez, Luis M. Botana, Olivier P. Thomas
Format: Article
Language:English
Published: MDPI AG 2018-07-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/16/7/242
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author Paul O. Guillen
Sandra Gegunde
Karla B. Jaramillo
Amparo Alfonso
Kevin Calabro
Eva Alonso
Jenny Rodriguez
Luis M. Botana
Olivier P. Thomas
author_facet Paul O. Guillen
Sandra Gegunde
Karla B. Jaramillo
Amparo Alfonso
Kevin Calabro
Eva Alonso
Jenny Rodriguez
Luis M. Botana
Olivier P. Thomas
author_sort Paul O. Guillen
collection DOAJ
description Two new zoanthamine alkaloids, namely 3-acetoxynorzoanthamine (1) and 3-acetoxyzoanthamine (2), have been isolated from the zoantharian Zoanthus cf. pulchellus collected off the coast of the Santa Elena Peninsula, Ecuador, together with three known derivatives: zoanthamine, norzoanthamine, and 3-hydroxynorzoanthamine. The chemical structures of 1 and 2 were determined by interpretation of their 1D and 2D NMR data and comparison with literature data. This is the first report of zoanthamine-type alkaloids from Zoanthus cf. pulchellus collected in the Tropical Eastern Pacific. The neuroinflammatory activity of all the isolated compounds was evaluated in microglia BV-2 cells and high inhibitory effects were observed in reactive oxygen species (ROS) and nitric oxide (NO) generation.
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spelling doaj.art-f591671c47d44d299ced4a22a8baef922022-12-22T04:04:17ZengMDPI AGMarine Drugs1660-33972018-07-0116724210.3390/md16070242md16070242Zoanthamine Alkaloids from the Zoantharian Zoanthus cf. pulchellus and Their Effects in NeuroinflammationPaul O. Guillen0Sandra Gegunde1Karla B. Jaramillo2Amparo Alfonso3Kevin Calabro4Eva Alonso5Jenny Rodriguez6Luis M. Botana7Olivier P. Thomas8ESPOL Escuela Superior Politécnica del Litoral, ESPOL, Centro Nacional de Acuacultura e Investigaciones Marinas, Campus Gustavo Galindo km. 30.5 vía Perimetral, P.O. Box 09-01-5863 Guayaquil, EcuadorDepartamento de Farmacología, Facultad de Veterinaria, Universidade de Santiago de Compostela, 27002 Lugo, SpainESPOL Escuela Superior Politécnica del Litoral, ESPOL, Centro Nacional de Acuacultura e Investigaciones Marinas, Campus Gustavo Galindo km. 30.5 vía Perimetral, P.O. Box 09-01-5863 Guayaquil, EcuadorDepartamento de Farmacología, Facultad de Veterinaria, Universidade de Santiago de Compostela, 27002 Lugo, SpainMarine Biodiscovery, School of Chemistry and Ryan Institute, National University of Ireland Galway (NUI Galway), University Road, H91 TK33 Galway, IrelandDepartamento de Farmacología, Facultad de Veterinaria, Universidade de Santiago de Compostela, 27002 Lugo, SpainESPOL Escuela Superior Politécnica del Litoral, ESPOL, Centro Nacional de Acuacultura e Investigaciones Marinas, Campus Gustavo Galindo km. 30.5 vía Perimetral, P.O. Box 09-01-5863 Guayaquil, EcuadorDepartamento de Farmacología, Facultad de Veterinaria, Universidade de Santiago de Compostela, 27002 Lugo, SpainMarine Biodiscovery, School of Chemistry and Ryan Institute, National University of Ireland Galway (NUI Galway), University Road, H91 TK33 Galway, IrelandTwo new zoanthamine alkaloids, namely 3-acetoxynorzoanthamine (1) and 3-acetoxyzoanthamine (2), have been isolated from the zoantharian Zoanthus cf. pulchellus collected off the coast of the Santa Elena Peninsula, Ecuador, together with three known derivatives: zoanthamine, norzoanthamine, and 3-hydroxynorzoanthamine. The chemical structures of 1 and 2 were determined by interpretation of their 1D and 2D NMR data and comparison with literature data. This is the first report of zoanthamine-type alkaloids from Zoanthus cf. pulchellus collected in the Tropical Eastern Pacific. The neuroinflammatory activity of all the isolated compounds was evaluated in microglia BV-2 cells and high inhibitory effects were observed in reactive oxygen species (ROS) and nitric oxide (NO) generation.http://www.mdpi.com/1660-3397/16/7/242zoanthariaTropical Eastern PacificZoanthus pulchelluszoanthamineinflammation
spellingShingle Paul O. Guillen
Sandra Gegunde
Karla B. Jaramillo
Amparo Alfonso
Kevin Calabro
Eva Alonso
Jenny Rodriguez
Luis M. Botana
Olivier P. Thomas
Zoanthamine Alkaloids from the Zoantharian Zoanthus cf. pulchellus and Their Effects in Neuroinflammation
Marine Drugs
zoantharia
Tropical Eastern Pacific
Zoanthus pulchellus
zoanthamine
inflammation
title Zoanthamine Alkaloids from the Zoantharian Zoanthus cf. pulchellus and Their Effects in Neuroinflammation
title_full Zoanthamine Alkaloids from the Zoantharian Zoanthus cf. pulchellus and Their Effects in Neuroinflammation
title_fullStr Zoanthamine Alkaloids from the Zoantharian Zoanthus cf. pulchellus and Their Effects in Neuroinflammation
title_full_unstemmed Zoanthamine Alkaloids from the Zoantharian Zoanthus cf. pulchellus and Their Effects in Neuroinflammation
title_short Zoanthamine Alkaloids from the Zoantharian Zoanthus cf. pulchellus and Their Effects in Neuroinflammation
title_sort zoanthamine alkaloids from the zoantharian zoanthus cf pulchellus and their effects in neuroinflammation
topic zoantharia
Tropical Eastern Pacific
Zoanthus pulchellus
zoanthamine
inflammation
url http://www.mdpi.com/1660-3397/16/7/242
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