Chemistry and Bioactivity of the Deep-Water Antarctic Octocoral Alcyonium sp.
Chemical investigation of an Antarctic deep-water octocoral has led to the isolation of four new compounds, including three illudalane sesquiterpenoids ( 1 – 3 ) related to the alcyopterosins, a highly oxidized steroid, alcyosterone ( 5 ), and five known alcyopterosins ( 4 , 6 – 9 ). The structures...
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ftdoajarticles:oai:doaj.org/article:3b9bd49b9aa34a44a9b52a7872906be1 2023-05-15T13:34:52+02:00 Chemistry and Bioactivity of the Deep-Water Antarctic Octocoral Alcyonium sp. Anne-Claire D. Limon Hiran M. L. W. Patabendige Ala Azhari Xingmin Sun Dennis E. Kyle Nerida G. Wilson Bill J. Baker 2022-09-01T00:00:00Z https://doi.org/10.3390/md20090576 https://doaj.org/article/3b9bd49b9aa34a44a9b52a7872906be1 EN eng MDPI AG https://www.mdpi.com/1660-3397/20/9/576 https://doaj.org/toc/1660-3397 doi:10.3390/md20090576 1660-3397 https://doaj.org/article/3b9bd49b9aa34a44a9b52a7872906be1 Marine Drugs, Vol 20, Iss 576, p 576 (2022) alcyopterosin Clostridium difficile illudalane Leishmania donovani sesquiterpene Biology (General) QH301-705.5 article 2022 ftdoajarticles https://doi.org/10.3390/md20090576 2022-12-30T19:58:05Z Chemical investigation of an Antarctic deep-water octocoral has led to the isolation of four new compounds, including three illudalane sesquiterpenoids ( 1 – 3 ) related to the alcyopterosins, a highly oxidized steroid, alcyosterone ( 5 ), and five known alcyopterosins ( 4 , 6 – 9 ). The structures were established by extensive 1D and 2D NMR analyses, while 9 was verified by XRD. Alcyopterosins are unusual for their nitrate ester functionalization and have been characterized with cytotoxicity related to their DNA binding properties. Alcyopterosins V ( 3 ) and E ( 4 ) demonstrated single-digit micromolar activity against Clostridium difficile , an intestinal bacterium capable of causing severe diarrhea that is increasingly associated with drug resistance. Alcyosterone ( 5 ) and several alcyopterosins were similarly potent against the protist Leishmania donovani , the causative agent of leishmaniasis, a disfiguring disease that can be fatal if not treated. While the alcyopterosin family of sesquiterpenes is known for mild cytotoxicity, the observed activity against C. difficile and L. donovani is selective for the infectious agents. Article in Journal/Newspaper Antarc* Antarctic Directory of Open Access Journals: DOAJ Articles Antarctic Marine Drugs 20 9 576 |
institution |
Open Polar |
collection |
Directory of Open Access Journals: DOAJ Articles |
op_collection_id |
ftdoajarticles |
language |
English |
topic |
alcyopterosin Clostridium difficile illudalane Leishmania donovani sesquiterpene Biology (General) QH301-705.5 |
spellingShingle |
alcyopterosin Clostridium difficile illudalane Leishmania donovani sesquiterpene Biology (General) QH301-705.5 Anne-Claire D. Limon Hiran M. L. W. Patabendige Ala Azhari Xingmin Sun Dennis E. Kyle Nerida G. Wilson Bill J. Baker Chemistry and Bioactivity of the Deep-Water Antarctic Octocoral Alcyonium sp. |
topic_facet |
alcyopterosin Clostridium difficile illudalane Leishmania donovani sesquiterpene Biology (General) QH301-705.5 |
description |
Chemical investigation of an Antarctic deep-water octocoral has led to the isolation of four new compounds, including three illudalane sesquiterpenoids ( 1 – 3 ) related to the alcyopterosins, a highly oxidized steroid, alcyosterone ( 5 ), and five known alcyopterosins ( 4 , 6 – 9 ). The structures were established by extensive 1D and 2D NMR analyses, while 9 was verified by XRD. Alcyopterosins are unusual for their nitrate ester functionalization and have been characterized with cytotoxicity related to their DNA binding properties. Alcyopterosins V ( 3 ) and E ( 4 ) demonstrated single-digit micromolar activity against Clostridium difficile , an intestinal bacterium capable of causing severe diarrhea that is increasingly associated with drug resistance. Alcyosterone ( 5 ) and several alcyopterosins were similarly potent against the protist Leishmania donovani , the causative agent of leishmaniasis, a disfiguring disease that can be fatal if not treated. While the alcyopterosin family of sesquiterpenes is known for mild cytotoxicity, the observed activity against C. difficile and L. donovani is selective for the infectious agents. |
format |
Article in Journal/Newspaper |
author |
Anne-Claire D. Limon Hiran M. L. W. Patabendige Ala Azhari Xingmin Sun Dennis E. Kyle Nerida G. Wilson Bill J. Baker |
author_facet |
Anne-Claire D. Limon Hiran M. L. W. Patabendige Ala Azhari Xingmin Sun Dennis E. Kyle Nerida G. Wilson Bill J. Baker |
author_sort |
Anne-Claire D. Limon |
title |
Chemistry and Bioactivity of the Deep-Water Antarctic Octocoral Alcyonium sp. |
title_short |
Chemistry and Bioactivity of the Deep-Water Antarctic Octocoral Alcyonium sp. |
title_full |
Chemistry and Bioactivity of the Deep-Water Antarctic Octocoral Alcyonium sp. |
title_fullStr |
Chemistry and Bioactivity of the Deep-Water Antarctic Octocoral Alcyonium sp. |
title_full_unstemmed |
Chemistry and Bioactivity of the Deep-Water Antarctic Octocoral Alcyonium sp. |
title_sort |
chemistry and bioactivity of the deep-water antarctic octocoral alcyonium sp. |
publisher |
MDPI AG |
publishDate |
2022 |
url |
https://doi.org/10.3390/md20090576 https://doaj.org/article/3b9bd49b9aa34a44a9b52a7872906be1 |
geographic |
Antarctic |
geographic_facet |
Antarctic |
genre |
Antarc* Antarctic |
genre_facet |
Antarc* Antarctic |
op_source |
Marine Drugs, Vol 20, Iss 576, p 576 (2022) |
op_relation |
https://www.mdpi.com/1660-3397/20/9/576 https://doaj.org/toc/1660-3397 doi:10.3390/md20090576 1660-3397 https://doaj.org/article/3b9bd49b9aa34a44a9b52a7872906be1 |
op_doi |
https://doi.org/10.3390/md20090576 |
container_title |
Marine Drugs |
container_volume |
20 |
container_issue |
9 |
container_start_page |
576 |
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1766058738066653184 |