Zoanthamine alkaloids from the zoantharian zoanthus cf. pulchellus and their effects in neuroinflammation

Paul O. Guillen; Sandra Gegunde; Karla B. Jaramillo; Amparo Alfonso; Kevin Calabro; Eva Alonso; Jenny Rodriguez; Luis M. Botana; Olivier P. Thomas

doi:10.3390/md16070242

Zoanthamine alkaloids from the zoantharian zoanthus cf. pulchellus and their effects in neuroinflammation

Paul O. Guillen, Sandra Gegunde, Karla B. Jaramillo, Amparo Alfonso, Kevin Calabro, Eva Alonso, Jenny Rodriguez, Luis M. Botana, Olivier P. Thomas

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Abstract

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.

Original language	English
Article number	242
Journal	Marine Drugs
Volume	16
Issue number	7
DOIs	https://doi.org/10.3390/md16070242
Publication status	Published - Jul 2018

Keywords

Inflammation
Tropical Eastern Pacific
Zoanthamine
Zoantharia
Zoanthus pulchellus

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10.3390/md16070242

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title = "Zoanthamine alkaloids from the zoantharian zoanthus cf. pulchellus and their effects in neuroinflammation",

abstract = "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.",

keywords = "Inflammation, Tropical Eastern Pacific, Zoanthamine, Zoantharia, Zoanthus pulchellus",

author = "Guillen, \{Paul O.\} and Sandra Gegunde and Jaramillo, \{Karla B.\} and Amparo Alfonso and Kevin Calabro and Eva Alonso and Jenny Rodriguez and Botana, \{Luis M.\} and Thomas, \{Olivier P.\}",

note = "Publisher Copyright: {\textcopyright} 2018 by the authors.",

year = "2018",

month = jul,

doi = "10.3390/md16070242",

language = "English",

volume = "16",

journal = "Marine Drugs",

issn = "1660-3397",

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T1 - Zoanthamine alkaloids from the zoantharian zoanthus cf. pulchellus and their effects in neuroinflammation

AU - Guillen, Paul O.

AU - Gegunde, Sandra

AU - Jaramillo, Karla B.

AU - Alfonso, Amparo

AU - Calabro, Kevin

AU - Alonso, Eva

AU - Rodriguez, Jenny

AU - Botana, Luis M.

AU - Thomas, Olivier P.

PY - 2018/7

Y1 - 2018/7

N2 - 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.

AB - 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.

KW - Inflammation

KW - Tropical Eastern Pacific

KW - Zoanthamine

KW - Zoantharia

KW - Zoanthus pulchellus

UR - https://www.scopus.com/pages/publications/85054930152

U2 - 10.3390/md16070242

DO - 10.3390/md16070242

M3 - Article

C2 - 30036989

AN - SCOPUS:85054930152

SN - 1660-3397

VL - 16

JO - Marine Drugs

JF - Marine Drugs

IS - 7

M1 - 242

ER -

Zoanthamine alkaloids from the zoantharian zoanthus cf. pulchellus and their effects in neuroinflammation

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Keywords

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