Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity

Two previously unreported onnamide analogs, 2Z- and 6Z-onnamides A (1 and 2), were isolated from the marine sponge Theonella conica collected at Amami-Oshima Is., Kagoshima Prefecture, Japan. Structures of compounds 1 and 2 were elucidated by spectral analysis. Structure–activity relationships (SARs...

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Autores principales: Nakamura, Fumiaki, Kimura, Hiroshi, Fusetani, Nobuhiro, Nakao, Yoichi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10058928/
https://www.ncbi.nlm.nih.gov/pubmed/36985496
http://dx.doi.org/10.3390/molecules28062524
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author Nakamura, Fumiaki
Kimura, Hiroshi
Fusetani, Nobuhiro
Nakao, Yoichi
author_facet Nakamura, Fumiaki
Kimura, Hiroshi
Fusetani, Nobuhiro
Nakao, Yoichi
author_sort Nakamura, Fumiaki
collection PubMed
description Two previously unreported onnamide analogs, 2Z- and 6Z-onnamides A (1 and 2), were isolated from the marine sponge Theonella conica collected at Amami-Oshima Is., Kagoshima Prefecture, Japan. Structures of compounds 1 and 2 were elucidated by spectral analysis. Structure–activity relationships (SARs) for effects on histone modifications and cytotoxicity against HeLa and P388 cells were characterized. The geometry in the polyene systems of onnamides affected the histone modification levels and cytotoxicity.
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spelling pubmed-100589282023-03-30 Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity Nakamura, Fumiaki Kimura, Hiroshi Fusetani, Nobuhiro Nakao, Yoichi Molecules Article Two previously unreported onnamide analogs, 2Z- and 6Z-onnamides A (1 and 2), were isolated from the marine sponge Theonella conica collected at Amami-Oshima Is., Kagoshima Prefecture, Japan. Structures of compounds 1 and 2 were elucidated by spectral analysis. Structure–activity relationships (SARs) for effects on histone modifications and cytotoxicity against HeLa and P388 cells were characterized. The geometry in the polyene systems of onnamides affected the histone modification levels and cytotoxicity. MDPI 2023-03-09 /pmc/articles/PMC10058928/ /pubmed/36985496 http://dx.doi.org/10.3390/molecules28062524 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Nakamura, Fumiaki
Kimura, Hiroshi
Fusetani, Nobuhiro
Nakao, Yoichi
Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity
title Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity
title_full Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity
title_fullStr Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity
title_full_unstemmed Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity
title_short Two Onnamide Analogs from the Marine Sponge Theonella conica: Evaluation of Geometric Effects in the Polyene Systems on Biological Activity
title_sort two onnamide analogs from the marine sponge theonella conica: evaluation of geometric effects in the polyene systems on biological activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10058928/
https://www.ncbi.nlm.nih.gov/pubmed/36985496
http://dx.doi.org/10.3390/molecules28062524
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