New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp.

Publisher's version (útgefin grein) The previously reported 1-(2,4-dihydroxy-5-methylphenyl)ethan-1-one (1), (1’Z)-2-(1’,5’-dimethylhexa-1’,4’-dieny1)-5-methylbenzene-1,4-diol (2), and 1,8-epoxy-1(6),2,4,7,10-bisaborapentaen-4-ol (5) together with four new structures of aromatic bisabolane-rela...

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Published in:Marine Drugs
Main Authors: Costa, Margarida, Coello, Laura, Urbatzka, Ralph, Pérez, Marta, Thorsteinsdóttir, Margrét
Other Authors: Lyfjafræðideild (HÍ), Faculty of Pharmaceutical Sciences (UI), Heilbrigðisvísindasvið (HÍ), School of Health Sciences (UI), Háskóli Íslands, University of Iceland
Format: Article in Journal/Newspaper
Language:English
Published: MDPI AG 2019
Subjects:
Online Access:https://hdl.handle.net/20.500.11815/2048
https://doi.org/10.3390/md17060375
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spelling ftopinvisindi:oai:opinvisindi.is:20.500.11815/2048 2023-05-15T16:51:38+02:00 New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp. Costa, Margarida Coello, Laura Urbatzka, Ralph Pérez, Marta Thorsteinsdóttir, Margrét Lyfjafræðideild (HÍ) Faculty of Pharmaceutical Sciences (UI) Heilbrigðisvísindasvið (HÍ) School of Health Sciences (UI) Háskóli Íslands University of Iceland 2019-06-22 375 https://hdl.handle.net/20.500.11815/2048 https://doi.org/10.3390/md17060375 en eng MDPI AG info:eu-repo/grantAgreement/EC/FP7/607786 Marine Drugs;17(6) https://www.mdpi.com/1660-3397/17/6/375/pdf Costa, M.; Coello, L.; Urbatzka, R.; Pérez, M.; Thorsteinsdottir, M. New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp. Marine Drugs 2019, 17, 375. 1660-3397 https://hdl.handle.net/20.500.11815/2048 Marine Drugs doi:10.3390/md17060375 info:eu-repo/semantics/openAccess Bioactivity Bisabolane-related compounds Marine sponges Natural compounds Obesity Whole small animal models Náttúruefni (lyfjafræði) Svampdýr Offita Lyfjaefnafræði info:eu-repo/semantics/article 2019 ftopinvisindi https://doi.org/20.500.11815/2048 https://doi.org/10.3390/md17060375 2022-11-18T06:51:59Z Publisher's version (útgefin grein) The previously reported 1-(2,4-dihydroxy-5-methylphenyl)ethan-1-one (1), (1’Z)-2-(1’,5’-dimethylhexa-1’,4’-dieny1)-5-methylbenzene-1,4-diol (2), and 1,8-epoxy-1(6),2,4,7,10-bisaborapentaen-4-ol (5) together with four new structures of aromatic bisabolane-related compounds (3, 4, 6, 7) were isolated from the marine sponge Myrmekioderma sp. Compounds 1, 2, and 5 were identified based on spectral data available in the literature. The structures of the four new compounds were experimentally established by 1D and 2D-NMR and (−)-HRESIMS spectral analysis. Cytotoxic and lipid-reducing activities of the isolated compounds were evaluated. None of the isolated compounds were active against the tested cancer cell lines; however, lipid-reducing activity was found for compounds 2–5 and 7 in the zebrafish Nile red fat metabolism assay. This class of compounds should be further explored for their suitability as possible agents for the treatment of lipid metabolic disorders and obesity. View Full-Text Funding: The research leading to these results received funding from the Marie Curie Actions of the European Union’s Seventh Framework Programme FP7/2007-2013/ under REA grant agreement No. 607786, BluePharmTrain, and by the European ERA-NET Marine Biotechnology project CYANOBESITY (ERA-MBT/0001/2015), financed by national funds through FCT (Foundation for Science and Technology, Portugal), RANNIS (Icelandic Center of Research, Iceland), and FCT strategic fund UID/Multi/04423/2019. Ralph Urbatzka was supported by FCT grant SFRH/BPD/112287/2015. Peer Reviewed Article in Journal/Newspaper Iceland Opin vísindi (Iceland) Marine Drugs 17 6 375
institution Open Polar
collection Opin vísindi (Iceland)
op_collection_id ftopinvisindi
language English
topic Bioactivity
Bisabolane-related compounds
Marine sponges
Natural compounds
Obesity
Whole small animal models
Náttúruefni (lyfjafræði)
Svampdýr
Offita
Lyfjaefnafræði
spellingShingle Bioactivity
Bisabolane-related compounds
Marine sponges
Natural compounds
Obesity
Whole small animal models
Náttúruefni (lyfjafræði)
Svampdýr
Offita
Lyfjaefnafræði
Costa, Margarida
Coello, Laura
Urbatzka, Ralph
Pérez, Marta
Thorsteinsdóttir, Margrét
New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp.
topic_facet Bioactivity
Bisabolane-related compounds
Marine sponges
Natural compounds
Obesity
Whole small animal models
Náttúruefni (lyfjafræði)
Svampdýr
Offita
Lyfjaefnafræði
description Publisher's version (útgefin grein) The previously reported 1-(2,4-dihydroxy-5-methylphenyl)ethan-1-one (1), (1’Z)-2-(1’,5’-dimethylhexa-1’,4’-dieny1)-5-methylbenzene-1,4-diol (2), and 1,8-epoxy-1(6),2,4,7,10-bisaborapentaen-4-ol (5) together with four new structures of aromatic bisabolane-related compounds (3, 4, 6, 7) were isolated from the marine sponge Myrmekioderma sp. Compounds 1, 2, and 5 were identified based on spectral data available in the literature. The structures of the four new compounds were experimentally established by 1D and 2D-NMR and (−)-HRESIMS spectral analysis. Cytotoxic and lipid-reducing activities of the isolated compounds were evaluated. None of the isolated compounds were active against the tested cancer cell lines; however, lipid-reducing activity was found for compounds 2–5 and 7 in the zebrafish Nile red fat metabolism assay. This class of compounds should be further explored for their suitability as possible agents for the treatment of lipid metabolic disorders and obesity. View Full-Text Funding: The research leading to these results received funding from the Marie Curie Actions of the European Union’s Seventh Framework Programme FP7/2007-2013/ under REA grant agreement No. 607786, BluePharmTrain, and by the European ERA-NET Marine Biotechnology project CYANOBESITY (ERA-MBT/0001/2015), financed by national funds through FCT (Foundation for Science and Technology, Portugal), RANNIS (Icelandic Center of Research, Iceland), and FCT strategic fund UID/Multi/04423/2019. Ralph Urbatzka was supported by FCT grant SFRH/BPD/112287/2015. Peer Reviewed
author2 Lyfjafræðideild (HÍ)
Faculty of Pharmaceutical Sciences (UI)
Heilbrigðisvísindasvið (HÍ)
School of Health Sciences (UI)
Háskóli Íslands
University of Iceland
format Article in Journal/Newspaper
author Costa, Margarida
Coello, Laura
Urbatzka, Ralph
Pérez, Marta
Thorsteinsdóttir, Margrét
author_facet Costa, Margarida
Coello, Laura
Urbatzka, Ralph
Pérez, Marta
Thorsteinsdóttir, Margrét
author_sort Costa, Margarida
title New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp.
title_short New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp.
title_full New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp.
title_fullStr New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp.
title_full_unstemmed New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp.
title_sort new aromatic bisabolane derivatives with lipid-reducing activity from the marine sponge myrmekioderma sp.
publisher MDPI AG
publishDate 2019
url https://hdl.handle.net/20.500.11815/2048
https://doi.org/10.3390/md17060375
genre Iceland
genre_facet Iceland
op_relation info:eu-repo/grantAgreement/EC/FP7/607786
Marine Drugs;17(6)
https://www.mdpi.com/1660-3397/17/6/375/pdf
Costa, M.; Coello, L.; Urbatzka, R.; Pérez, M.; Thorsteinsdottir, M. New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp. Marine Drugs 2019, 17, 375.
1660-3397
https://hdl.handle.net/20.500.11815/2048
Marine Drugs
doi:10.3390/md17060375
op_rights info:eu-repo/semantics/openAccess
op_doi https://doi.org/20.500.11815/2048
https://doi.org/10.3390/md17060375
container_title Marine Drugs
container_volume 17
container_issue 6
container_start_page 375
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