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Inositol Derivatives with Anti-Inflammatory Activity from Leaves of Solanum capsicoides Allioni

Eight new inositol derivatives, solsurinositols A–H (1–8), were isolated from the 70% EtOH extract of the leaves of Solanum capsicoides Allioni. Careful isolation by silica gel column chromatography followed by preparative high-performance liquid chromatography (HPLC) allowed us to obtain analytical...

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Autores principales: Liu, Yan, Meng, Xin, Wang, Han, Sun, Yan, Wang, Si-Yi, Jiang, Yi-Kai, Algradi, Adnan Mohammed, Naseem, Anam, Kuang, Hai-Xue, Yang, Bing-You
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9503535/
https://www.ncbi.nlm.nih.gov/pubmed/36144793
http://dx.doi.org/10.3390/molecules27186063
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author Liu, Yan
Meng, Xin
Wang, Han
Sun, Yan
Wang, Si-Yi
Jiang, Yi-Kai
Algradi, Adnan Mohammed
Naseem, Anam
Kuang, Hai-Xue
Yang, Bing-You
author_facet Liu, Yan
Meng, Xin
Wang, Han
Sun, Yan
Wang, Si-Yi
Jiang, Yi-Kai
Algradi, Adnan Mohammed
Naseem, Anam
Kuang, Hai-Xue
Yang, Bing-You
author_sort Liu, Yan
collection PubMed
description Eight new inositol derivatives, solsurinositols A–H (1–8), were isolated from the 70% EtOH extract of the leaves of Solanum capsicoides Allioni. Careful isolation by silica gel column chromatography followed by preparative high-performance liquid chromatography (HPLC) allowed us to obtain analytically pure compounds 1–8. They shared the same relative stereochemistry on the ring but have different acyl groups attached to various hydroxyl groups. This was the first time that inositol derivatives have been isolated from this plant. The chemical structures of compounds 1–8 were characterized by extensive 1D nuclear magnetic resonance (NMR) and 2D NMR and mass analyses. Meanwhile, the in vitro anti-inflammatory activity of all compounds was determined using lipopolysaccharide (LPS)-induced BV2 microglia, and among the isolates, compounds 5 (IC(50) = 11.21 ± 0.14 µM) and 7 (IC(50) = 14.5 ± 1.22 µM) were shown to have potential anti-inflammatory activity.
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spelling pubmed-95035352022-09-24 Inositol Derivatives with Anti-Inflammatory Activity from Leaves of Solanum capsicoides Allioni Liu, Yan Meng, Xin Wang, Han Sun, Yan Wang, Si-Yi Jiang, Yi-Kai Algradi, Adnan Mohammed Naseem, Anam Kuang, Hai-Xue Yang, Bing-You Molecules Article Eight new inositol derivatives, solsurinositols A–H (1–8), were isolated from the 70% EtOH extract of the leaves of Solanum capsicoides Allioni. Careful isolation by silica gel column chromatography followed by preparative high-performance liquid chromatography (HPLC) allowed us to obtain analytically pure compounds 1–8. They shared the same relative stereochemistry on the ring but have different acyl groups attached to various hydroxyl groups. This was the first time that inositol derivatives have been isolated from this plant. The chemical structures of compounds 1–8 were characterized by extensive 1D nuclear magnetic resonance (NMR) and 2D NMR and mass analyses. Meanwhile, the in vitro anti-inflammatory activity of all compounds was determined using lipopolysaccharide (LPS)-induced BV2 microglia, and among the isolates, compounds 5 (IC(50) = 11.21 ± 0.14 µM) and 7 (IC(50) = 14.5 ± 1.22 µM) were shown to have potential anti-inflammatory activity. MDPI 2022-09-16 /pmc/articles/PMC9503535/ /pubmed/36144793 http://dx.doi.org/10.3390/molecules27186063 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Liu, Yan
Meng, Xin
Wang, Han
Sun, Yan
Wang, Si-Yi
Jiang, Yi-Kai
Algradi, Adnan Mohammed
Naseem, Anam
Kuang, Hai-Xue
Yang, Bing-You
Inositol Derivatives with Anti-Inflammatory Activity from Leaves of Solanum capsicoides Allioni
title Inositol Derivatives with Anti-Inflammatory Activity from Leaves of Solanum capsicoides Allioni
title_full Inositol Derivatives with Anti-Inflammatory Activity from Leaves of Solanum capsicoides Allioni
title_fullStr Inositol Derivatives with Anti-Inflammatory Activity from Leaves of Solanum capsicoides Allioni
title_full_unstemmed Inositol Derivatives with Anti-Inflammatory Activity from Leaves of Solanum capsicoides Allioni
title_short Inositol Derivatives with Anti-Inflammatory Activity from Leaves of Solanum capsicoides Allioni
title_sort inositol derivatives with anti-inflammatory activity from leaves of solanum capsicoides allioni
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9503535/
https://www.ncbi.nlm.nih.gov/pubmed/36144793
http://dx.doi.org/10.3390/molecules27186063
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