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Anti-Complementary Components of Helicteres angustifolia
A first phenalenon derivative with an acetyl side chain at C-8, 8-acetyl-9-hydroxy-3-methoxy-7-methyl-1-phenalenon (compound 1), and a pair of new sesquilignan epimers at C-7″ of hedyotol C and hedyotol D analogs, hedyotol C 7″-O-β-d-glucopyranoside (compound 2) and hedyotol D 7″-O-β-d-glucopyranosi...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273495/ https://www.ncbi.nlm.nih.gov/pubmed/27834928 http://dx.doi.org/10.3390/molecules21111506 |
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author | Yin, Xiang Lu, Yan Cheng, Zhi-Hong Chen, Dao-Feng |
author_facet | Yin, Xiang Lu, Yan Cheng, Zhi-Hong Chen, Dao-Feng |
author_sort | Yin, Xiang |
collection | PubMed |
description | A first phenalenon derivative with an acetyl side chain at C-8, 8-acetyl-9-hydroxy-3-methoxy-7-methyl-1-phenalenon (compound 1), and a pair of new sesquilignan epimers at C-7″ of hedyotol C and hedyotol D analogs, hedyotol C 7″-O-β-d-glucopyranoside (compound 2) and hedyotol D 7″-O-β-d-glucopyranoside (compound 3) were isolated from the aerial parts of Helicteres angustifolia together with nine known compounds (4–12). Their structures were elucidated on the basis of spectroscopic methods, including mass spectroscopy, and 1D and 2D nuclear magnetic resonance. Eleven isolates exhibited anti-complementary activity. In particular, compounds 4 and 5 exhibited potent anti-complementary activities against the classical and alternative pathways with CH(50) values of 0.040 ± 0.009 and 0.009 ± 0.002 mM, and AP(50) values of 0.105 ± 0.015 and 0.021 ± 0.003 mM, respectively. The targets of compounds 4 and 5 in the complement activation cascade were also identified. In conclusion, the anti-complementary components of H. angustifolia possessed chemical diversity and consisted mostly of flavonoids and lignans in this study. |
format | Online Article Text |
id | pubmed-6273495 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62734952018-12-28 Anti-Complementary Components of Helicteres angustifolia Yin, Xiang Lu, Yan Cheng, Zhi-Hong Chen, Dao-Feng Molecules Article A first phenalenon derivative with an acetyl side chain at C-8, 8-acetyl-9-hydroxy-3-methoxy-7-methyl-1-phenalenon (compound 1), and a pair of new sesquilignan epimers at C-7″ of hedyotol C and hedyotol D analogs, hedyotol C 7″-O-β-d-glucopyranoside (compound 2) and hedyotol D 7″-O-β-d-glucopyranoside (compound 3) were isolated from the aerial parts of Helicteres angustifolia together with nine known compounds (4–12). Their structures were elucidated on the basis of spectroscopic methods, including mass spectroscopy, and 1D and 2D nuclear magnetic resonance. Eleven isolates exhibited anti-complementary activity. In particular, compounds 4 and 5 exhibited potent anti-complementary activities against the classical and alternative pathways with CH(50) values of 0.040 ± 0.009 and 0.009 ± 0.002 mM, and AP(50) values of 0.105 ± 0.015 and 0.021 ± 0.003 mM, respectively. The targets of compounds 4 and 5 in the complement activation cascade were also identified. In conclusion, the anti-complementary components of H. angustifolia possessed chemical diversity and consisted mostly of flavonoids and lignans in this study. MDPI 2016-11-10 /pmc/articles/PMC6273495/ /pubmed/27834928 http://dx.doi.org/10.3390/molecules21111506 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 Yin, Xiang Lu, Yan Cheng, Zhi-Hong Chen, Dao-Feng Anti-Complementary Components of Helicteres angustifolia |
title | Anti-Complementary Components of Helicteres angustifolia |
title_full | Anti-Complementary Components of Helicteres angustifolia |
title_fullStr | Anti-Complementary Components of Helicteres angustifolia |
title_full_unstemmed | Anti-Complementary Components of Helicteres angustifolia |
title_short | Anti-Complementary Components of Helicteres angustifolia |
title_sort | anti-complementary components of helicteres angustifolia |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273495/ https://www.ncbi.nlm.nih.gov/pubmed/27834928 http://dx.doi.org/10.3390/molecules21111506 |
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