Cargando…

A New Lyngbyatoxin from the Hawaiian Cyanobacterium Moorea producens

Lyngbyatoxin A from the marine cyanobacterium Moorea producens (formerly Lyngbya majuscula) is known as the causative agent of “swimmer’s itch” with its highly inflammatory effect. A new toxic compound was isolated along with lyngbyatoxin A from an ethyl acetate extract of M. producens collected fro...

Descripción completa

Detalles Bibliográficos
Autores principales: Jiang, Weina, Zhou, Wei, Uchida, Hajime, Kikumori, Masayuki, Irie, Kazuhiro, Watanabe, Ryuichi, Suzuki, Toshiyuki, Sakamoto, Bryan, Kamio, Michiya, Nagai, Hiroshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4052313/
https://www.ncbi.nlm.nih.gov/pubmed/24824022
http://dx.doi.org/10.3390/md12052748
_version_ 1782320220791111680
author Jiang, Weina
Zhou, Wei
Uchida, Hajime
Kikumori, Masayuki
Irie, Kazuhiro
Watanabe, Ryuichi
Suzuki, Toshiyuki
Sakamoto, Bryan
Kamio, Michiya
Nagai, Hiroshi
author_facet Jiang, Weina
Zhou, Wei
Uchida, Hajime
Kikumori, Masayuki
Irie, Kazuhiro
Watanabe, Ryuichi
Suzuki, Toshiyuki
Sakamoto, Bryan
Kamio, Michiya
Nagai, Hiroshi
author_sort Jiang, Weina
collection PubMed
description Lyngbyatoxin A from the marine cyanobacterium Moorea producens (formerly Lyngbya majuscula) is known as the causative agent of “swimmer’s itch” with its highly inflammatory effect. A new toxic compound was isolated along with lyngbyatoxin A from an ethyl acetate extract of M. producens collected from Hawaii. Analyses of HR-ESI-MS and NMR spectroscopies revealed the isolated compound had the same planar structure with that of lyngbyatoxin A. The results of optical rotation and CD spectra indicated that the compound was a new lyngbyatoxin A derivative, 12-epi-lyngbyatoxin A (1). While 12-epi-lyngbyatoxin A showed comparable toxicities with lyngbyatoxin A in cytotoxicity and crustacean lethality tests, it showed more than 100 times lower affinity for protein kinase Cδ (PKCδ) using the PKCδ-C1B peptide when compared to lyngbyatoxin A.
format Online
Article
Text
id pubmed-4052313
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-40523132014-06-11 A New Lyngbyatoxin from the Hawaiian Cyanobacterium Moorea producens Jiang, Weina Zhou, Wei Uchida, Hajime Kikumori, Masayuki Irie, Kazuhiro Watanabe, Ryuichi Suzuki, Toshiyuki Sakamoto, Bryan Kamio, Michiya Nagai, Hiroshi Mar Drugs Communication Lyngbyatoxin A from the marine cyanobacterium Moorea producens (formerly Lyngbya majuscula) is known as the causative agent of “swimmer’s itch” with its highly inflammatory effect. A new toxic compound was isolated along with lyngbyatoxin A from an ethyl acetate extract of M. producens collected from Hawaii. Analyses of HR-ESI-MS and NMR spectroscopies revealed the isolated compound had the same planar structure with that of lyngbyatoxin A. The results of optical rotation and CD spectra indicated that the compound was a new lyngbyatoxin A derivative, 12-epi-lyngbyatoxin A (1). While 12-epi-lyngbyatoxin A showed comparable toxicities with lyngbyatoxin A in cytotoxicity and crustacean lethality tests, it showed more than 100 times lower affinity for protein kinase Cδ (PKCδ) using the PKCδ-C1B peptide when compared to lyngbyatoxin A. MDPI 2014-05-12 /pmc/articles/PMC4052313/ /pubmed/24824022 http://dx.doi.org/10.3390/md12052748 Text en © 2014 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Communication
Jiang, Weina
Zhou, Wei
Uchida, Hajime
Kikumori, Masayuki
Irie, Kazuhiro
Watanabe, Ryuichi
Suzuki, Toshiyuki
Sakamoto, Bryan
Kamio, Michiya
Nagai, Hiroshi
A New Lyngbyatoxin from the Hawaiian Cyanobacterium Moorea producens
title A New Lyngbyatoxin from the Hawaiian Cyanobacterium Moorea producens
title_full A New Lyngbyatoxin from the Hawaiian Cyanobacterium Moorea producens
title_fullStr A New Lyngbyatoxin from the Hawaiian Cyanobacterium Moorea producens
title_full_unstemmed A New Lyngbyatoxin from the Hawaiian Cyanobacterium Moorea producens
title_short A New Lyngbyatoxin from the Hawaiian Cyanobacterium Moorea producens
title_sort new lyngbyatoxin from the hawaiian cyanobacterium moorea producens
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4052313/
https://www.ncbi.nlm.nih.gov/pubmed/24824022
http://dx.doi.org/10.3390/md12052748
work_keys_str_mv AT jiangweina anewlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT zhouwei anewlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT uchidahajime anewlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT kikumorimasayuki anewlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT iriekazuhiro anewlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT watanaberyuichi anewlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT suzukitoshiyuki anewlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT sakamotobryan anewlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT kamiomichiya anewlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT nagaihiroshi anewlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT jiangweina newlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT zhouwei newlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT uchidahajime newlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT kikumorimasayuki newlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT iriekazuhiro newlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT watanaberyuichi newlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT suzukitoshiyuki newlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT sakamotobryan newlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT kamiomichiya newlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens
AT nagaihiroshi newlyngbyatoxinfromthehawaiiancyanobacteriummooreaproducens