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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...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2014
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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 |
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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 |
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