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Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge Spongia sp.
Three new 5,5,6,6,5-pentacyclic spongian diterpenes, spongenolactones A–C (1–3), were isolated from a Red Sea sponge Spongia sp. The structures of the new metabolites were elucidated by extensive spectroscopic analysis and the absolute configurations of 1–3 were determined on the basis of comparison...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9410434/ https://www.ncbi.nlm.nih.gov/pubmed/36005501 http://dx.doi.org/10.3390/md20080498 |
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author | Tai, Chi-Jen Ahmed, Atallah F. Chao, Chih-Hua Yen, Chia-Hung Hwang, Tsong-Long Chang, Fang-Rong Huang, Yusheng M. Sheu, Jyh-Horng |
author_facet | Tai, Chi-Jen Ahmed, Atallah F. Chao, Chih-Hua Yen, Chia-Hung Hwang, Tsong-Long Chang, Fang-Rong Huang, Yusheng M. Sheu, Jyh-Horng |
author_sort | Tai, Chi-Jen |
collection | PubMed |
description | Three new 5,5,6,6,5-pentacyclic spongian diterpenes, spongenolactones A–C (1–3), were isolated from a Red Sea sponge Spongia sp. The structures of the new metabolites were elucidated by extensive spectroscopic analysis and the absolute configurations of 1–3 were determined on the basis of comparison of the experimental circular dichroism (CD) and calculated electronic circular dichroism (ECD) spectra. Compounds 1–3 are the first 5,5,6,6,5-pentacyclic spongian diterpenes bearing an β-hydroxy group at C-1. These metabolites were assayed for their cytotoxic, antibacterial, and anti-inflammatory activities. All three compounds were found to exert inhibitory activity against superoxide anion generation in fMLF/CB-stimulated human neutrophils. Furthermore, 1 showed a higher activity against the growth of Staphylococcus aureus in comparison to 2. |
format | Online Article Text |
id | pubmed-9410434 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-94104342022-08-26 Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge Spongia sp. Tai, Chi-Jen Ahmed, Atallah F. Chao, Chih-Hua Yen, Chia-Hung Hwang, Tsong-Long Chang, Fang-Rong Huang, Yusheng M. Sheu, Jyh-Horng Mar Drugs Article Three new 5,5,6,6,5-pentacyclic spongian diterpenes, spongenolactones A–C (1–3), were isolated from a Red Sea sponge Spongia sp. The structures of the new metabolites were elucidated by extensive spectroscopic analysis and the absolute configurations of 1–3 were determined on the basis of comparison of the experimental circular dichroism (CD) and calculated electronic circular dichroism (ECD) spectra. Compounds 1–3 are the first 5,5,6,6,5-pentacyclic spongian diterpenes bearing an β-hydroxy group at C-1. These metabolites were assayed for their cytotoxic, antibacterial, and anti-inflammatory activities. All three compounds were found to exert inhibitory activity against superoxide anion generation in fMLF/CB-stimulated human neutrophils. Furthermore, 1 showed a higher activity against the growth of Staphylococcus aureus in comparison to 2. MDPI 2022-08-01 /pmc/articles/PMC9410434/ /pubmed/36005501 http://dx.doi.org/10.3390/md20080498 Text en © 2022 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 Tai, Chi-Jen Ahmed, Atallah F. Chao, Chih-Hua Yen, Chia-Hung Hwang, Tsong-Long Chang, Fang-Rong Huang, Yusheng M. Sheu, Jyh-Horng Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge Spongia sp. |
title | Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge Spongia sp. |
title_full | Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge Spongia sp. |
title_fullStr | Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge Spongia sp. |
title_full_unstemmed | Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge Spongia sp. |
title_short | Spongenolactones A–C, Bioactive 5,5,6,6,5-Pentacyclic Spongian Diterpenes from the Red Sea Sponge Spongia sp. |
title_sort | spongenolactones a–c, bioactive 5,5,6,6,5-pentacyclic spongian diterpenes from the red sea sponge spongia sp. |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9410434/ https://www.ncbi.nlm.nih.gov/pubmed/36005501 http://dx.doi.org/10.3390/md20080498 |
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