Antiproliferative Scalarane-Based Metabolites from the Red Sea Sponge Hyrtios erectus

Two new sesterterpenes analogs, namely, 12-acetoxy,16-epi-hyrtiolide (1) and 12β-acetoxy,16β-methoxy,20α-hydroxy-17-scalaren-19,20-olide (2), containing a scalarane-based framework along with seven previously reported scalarane-type sesterterpenes (3–9) have been isolated from the sponge Hyrtios ere...

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Autores principales: Elhady, Sameh S., Al-Abd, Ahmed M., El-Halawany, Ali M., Alahdal, Abdulrahman M., Hassanean, Hashim A., Ahmed, Safwat A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4962020/
https://www.ncbi.nlm.nih.gov/pubmed/27399730
http://dx.doi.org/10.3390/md14070130
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author Elhady, Sameh S.
Al-Abd, Ahmed M.
El-Halawany, Ali M.
Alahdal, Abdulrahman M.
Hassanean, Hashim A.
Ahmed, Safwat A.
author_facet Elhady, Sameh S.
Al-Abd, Ahmed M.
El-Halawany, Ali M.
Alahdal, Abdulrahman M.
Hassanean, Hashim A.
Ahmed, Safwat A.
author_sort Elhady, Sameh S.
collection PubMed
description Two new sesterterpenes analogs, namely, 12-acetoxy,16-epi-hyrtiolide (1) and 12β-acetoxy,16β-methoxy,20α-hydroxy-17-scalaren-19,20-olide (2), containing a scalarane-based framework along with seven previously reported scalarane-type sesterterpenes (3–9) have been isolated from the sponge Hyrtios erectus (order Dictyoceratida) collected from the Red Sea, Egypt. The structures of the isolated compounds were elucidated on the basis of their spectroscopic data and comparison with reported NMR data. Compounds 1–9 exhibited considerable antiproliferative activity against breast adenocarcinoma (MCF-7), colorectal carcinoma (HCT-116) and hepatocellular carcinoma cells (HepG2). Compounds 3, 5 and 9 were selected for subsequent investigations regarding their mechanism of cell death induction (differential apoptosis/necrosis assessment) and their influence on cell cycle distribution.
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spelling pubmed-49620202016-08-01 Antiproliferative Scalarane-Based Metabolites from the Red Sea Sponge Hyrtios erectus Elhady, Sameh S. Al-Abd, Ahmed M. El-Halawany, Ali M. Alahdal, Abdulrahman M. Hassanean, Hashim A. Ahmed, Safwat A. Mar Drugs Article Two new sesterterpenes analogs, namely, 12-acetoxy,16-epi-hyrtiolide (1) and 12β-acetoxy,16β-methoxy,20α-hydroxy-17-scalaren-19,20-olide (2), containing a scalarane-based framework along with seven previously reported scalarane-type sesterterpenes (3–9) have been isolated from the sponge Hyrtios erectus (order Dictyoceratida) collected from the Red Sea, Egypt. The structures of the isolated compounds were elucidated on the basis of their spectroscopic data and comparison with reported NMR data. Compounds 1–9 exhibited considerable antiproliferative activity against breast adenocarcinoma (MCF-7), colorectal carcinoma (HCT-116) and hepatocellular carcinoma cells (HepG2). Compounds 3, 5 and 9 were selected for subsequent investigations regarding their mechanism of cell death induction (differential apoptosis/necrosis assessment) and their influence on cell cycle distribution. MDPI 2016-07-08 /pmc/articles/PMC4962020/ /pubmed/27399730 http://dx.doi.org/10.3390/md14070130 Text en © 2016 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 (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Elhady, Sameh S.
Al-Abd, Ahmed M.
El-Halawany, Ali M.
Alahdal, Abdulrahman M.
Hassanean, Hashim A.
Ahmed, Safwat A.
Antiproliferative Scalarane-Based Metabolites from the Red Sea Sponge Hyrtios erectus
title Antiproliferative Scalarane-Based Metabolites from the Red Sea Sponge Hyrtios erectus
title_full Antiproliferative Scalarane-Based Metabolites from the Red Sea Sponge Hyrtios erectus
title_fullStr Antiproliferative Scalarane-Based Metabolites from the Red Sea Sponge Hyrtios erectus
title_full_unstemmed Antiproliferative Scalarane-Based Metabolites from the Red Sea Sponge Hyrtios erectus
title_short Antiproliferative Scalarane-Based Metabolites from the Red Sea Sponge Hyrtios erectus
title_sort antiproliferative scalarane-based metabolites from the red sea sponge hyrtios erectus
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4962020/
https://www.ncbi.nlm.nih.gov/pubmed/27399730
http://dx.doi.org/10.3390/md14070130
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