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A New Epi-neoverrucosane-type Diterpenoid from the Liverwort Pleurozia subinflata in Borneo

ABSTRACT: New bioactive 13-epi-neoverrucosane diterpenoid, 5β-acetoxy-13-epi-neoverrucosanic acid (1) along with three known secondary metabolites, 13-epi-neoverrucosan-5β-ol (2), chelodane (3) and (E)-β-farnesene (4) were isolated from the MeOH extract of east Malaysia’s liverwort Pleurozia subinfl...

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Autores principales: Kamada, Takashi, Johanis, Mary Lyn, Ng, Shean-Yeaw, Phan, Chin-Soon, Suleiman, Monica, Vairappan, Charles S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Singapore 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7046843/
https://www.ncbi.nlm.nih.gov/pubmed/32062804
http://dx.doi.org/10.1007/s13659-020-00232-6
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author Kamada, Takashi
Johanis, Mary Lyn
Ng, Shean-Yeaw
Phan, Chin-Soon
Suleiman, Monica
Vairappan, Charles S.
author_facet Kamada, Takashi
Johanis, Mary Lyn
Ng, Shean-Yeaw
Phan, Chin-Soon
Suleiman, Monica
Vairappan, Charles S.
author_sort Kamada, Takashi
collection PubMed
description ABSTRACT: New bioactive 13-epi-neoverrucosane diterpenoid, 5β-acetoxy-13-epi-neoverrucosanic acid (1) along with three known secondary metabolites, 13-epi-neoverrucosan-5β-ol (2), chelodane (3) and (E)-β-farnesene (4) were isolated from the MeOH extract of east Malaysia’s liverwort Pleurozia subinflata. The chemical structure of new compound was elucidated by the analyses of its spectroscopic data (FTIR, NMR and HR-ESI-MS). These epi-neoverrucosane-type compounds seem to be notable chemosystematic markers for P. subinflata in Borneo. Compound 3 was widespread in marine sponges however this is the first record for 3 to be found in liverwort. These metabolites were tested for their antifungal potentials against selected fungi from the marine environment. Compound 1 exhibited effective antifungal activity against Lagenidium thermophilum. GRAPHIC ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-020-00232-6) contains supplementary material, which is available to authorized users.
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spelling pubmed-70468432020-03-13 A New Epi-neoverrucosane-type Diterpenoid from the Liverwort Pleurozia subinflata in Borneo Kamada, Takashi Johanis, Mary Lyn Ng, Shean-Yeaw Phan, Chin-Soon Suleiman, Monica Vairappan, Charles S. Nat Prod Bioprospect Original Article ABSTRACT: New bioactive 13-epi-neoverrucosane diterpenoid, 5β-acetoxy-13-epi-neoverrucosanic acid (1) along with three known secondary metabolites, 13-epi-neoverrucosan-5β-ol (2), chelodane (3) and (E)-β-farnesene (4) were isolated from the MeOH extract of east Malaysia’s liverwort Pleurozia subinflata. The chemical structure of new compound was elucidated by the analyses of its spectroscopic data (FTIR, NMR and HR-ESI-MS). These epi-neoverrucosane-type compounds seem to be notable chemosystematic markers for P. subinflata in Borneo. Compound 3 was widespread in marine sponges however this is the first record for 3 to be found in liverwort. These metabolites were tested for their antifungal potentials against selected fungi from the marine environment. Compound 1 exhibited effective antifungal activity against Lagenidium thermophilum. GRAPHIC ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-020-00232-6) contains supplementary material, which is available to authorized users. Springer Singapore 2020-02-15 /pmc/articles/PMC7046843/ /pubmed/32062804 http://dx.doi.org/10.1007/s13659-020-00232-6 Text en © The Author(s) 2020 Open AccessThis article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Original Article
Kamada, Takashi
Johanis, Mary Lyn
Ng, Shean-Yeaw
Phan, Chin-Soon
Suleiman, Monica
Vairappan, Charles S.
A New Epi-neoverrucosane-type Diterpenoid from the Liverwort Pleurozia subinflata in Borneo
title A New Epi-neoverrucosane-type Diterpenoid from the Liverwort Pleurozia subinflata in Borneo
title_full A New Epi-neoverrucosane-type Diterpenoid from the Liverwort Pleurozia subinflata in Borneo
title_fullStr A New Epi-neoverrucosane-type Diterpenoid from the Liverwort Pleurozia subinflata in Borneo
title_full_unstemmed A New Epi-neoverrucosane-type Diterpenoid from the Liverwort Pleurozia subinflata in Borneo
title_short A New Epi-neoverrucosane-type Diterpenoid from the Liverwort Pleurozia subinflata in Borneo
title_sort new epi-neoverrucosane-type diterpenoid from the liverwort pleurozia subinflata in borneo
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7046843/
https://www.ncbi.nlm.nih.gov/pubmed/32062804
http://dx.doi.org/10.1007/s13659-020-00232-6
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