Cargando…
Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells
One new iridoid, namely neonanin C (1) one monocyclic iridoid ring-opened derivative namely neonanin D (2), two new bis-iridoid derivatives namely reticunin A (3) and reticunin B (4) with sixteen known compounds (5–20) were isolated from the stems of Neonauclea reticulata (Havil.) Merr. These new st...
Autores principales: | , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6930649/ https://www.ncbi.nlm.nih.gov/pubmed/31771186 http://dx.doi.org/10.3390/molecules24234271 |
_version_ | 1783482941789175808 |
---|---|
author | Chang, Fang-Pin Huang, Shyh-Shyun Lee, Tzong-Huei Chang, Chi-I Kuo, Tzong-Fu Huang, Guan-Jhong Kuo, Yueh-Hsiung |
author_facet | Chang, Fang-Pin Huang, Shyh-Shyun Lee, Tzong-Huei Chang, Chi-I Kuo, Tzong-Fu Huang, Guan-Jhong Kuo, Yueh-Hsiung |
author_sort | Chang, Fang-Pin |
collection | PubMed |
description | One new iridoid, namely neonanin C (1) one monocyclic iridoid ring-opened derivative namely neonanin D (2), two new bis-iridoid derivatives namely reticunin A (3) and reticunin B (4) with sixteen known compounds (5–20) were isolated from the stems of Neonauclea reticulata (Havil.) Merr. These new structures were determined by the detailed analysis of spectroscopic data and comparison with the data of known analogues. Compounds 1–20 were evaluated for inhibition of nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages cell line. The results showed that all compounds exhibited no obvious cytotoxicity compared to the control group and five compounds including isoboonein (7), syringaresinol (10), (+)-medioresinol (12), protocatechuic acid (14) and trans-caffeic acid (15) exhibited inhibitory activities with IC(50) values at 86.27 ± 3.45; 9.18 ± 1.90; 76.18 ± 2.42; 72.91 ± 4.97 and 95.16 ± 1.20 µg/mL, respectively. |
format | Online Article Text |
id | pubmed-6930649 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-69306492019-12-26 Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells Chang, Fang-Pin Huang, Shyh-Shyun Lee, Tzong-Huei Chang, Chi-I Kuo, Tzong-Fu Huang, Guan-Jhong Kuo, Yueh-Hsiung Molecules Article One new iridoid, namely neonanin C (1) one monocyclic iridoid ring-opened derivative namely neonanin D (2), two new bis-iridoid derivatives namely reticunin A (3) and reticunin B (4) with sixteen known compounds (5–20) were isolated from the stems of Neonauclea reticulata (Havil.) Merr. These new structures were determined by the detailed analysis of spectroscopic data and comparison with the data of known analogues. Compounds 1–20 were evaluated for inhibition of nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages cell line. The results showed that all compounds exhibited no obvious cytotoxicity compared to the control group and five compounds including isoboonein (7), syringaresinol (10), (+)-medioresinol (12), protocatechuic acid (14) and trans-caffeic acid (15) exhibited inhibitory activities with IC(50) values at 86.27 ± 3.45; 9.18 ± 1.90; 76.18 ± 2.42; 72.91 ± 4.97 and 95.16 ± 1.20 µg/mL, respectively. MDPI 2019-11-23 /pmc/articles/PMC6930649/ /pubmed/31771186 http://dx.doi.org/10.3390/molecules24234271 Text en © 2019 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 Chang, Fang-Pin Huang, Shyh-Shyun Lee, Tzong-Huei Chang, Chi-I Kuo, Tzong-Fu Huang, Guan-Jhong Kuo, Yueh-Hsiung Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells |
title | Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells |
title_full | Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells |
title_fullStr | Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells |
title_full_unstemmed | Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells |
title_short | Four New Iridoid Metabolites Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Anti-Inflammatory Activities on LPS-Induced RAW264.7 Cells |
title_sort | four new iridoid metabolites have been isolated from the stems of neonauclea reticulata (havil.) merr. with anti-inflammatory activities on lps-induced raw264.7 cells |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6930649/ https://www.ncbi.nlm.nih.gov/pubmed/31771186 http://dx.doi.org/10.3390/molecules24234271 |
work_keys_str_mv | AT changfangpin fournewiridoidmetaboliteshavebeenisolatedfromthestemsofneonaucleareticulatahavilmerrwithantiinflammatoryactivitiesonlpsinducedraw2647cells AT huangshyhshyun fournewiridoidmetaboliteshavebeenisolatedfromthestemsofneonaucleareticulatahavilmerrwithantiinflammatoryactivitiesonlpsinducedraw2647cells AT leetzonghuei fournewiridoidmetaboliteshavebeenisolatedfromthestemsofneonaucleareticulatahavilmerrwithantiinflammatoryactivitiesonlpsinducedraw2647cells AT changchii fournewiridoidmetaboliteshavebeenisolatedfromthestemsofneonaucleareticulatahavilmerrwithantiinflammatoryactivitiesonlpsinducedraw2647cells AT kuotzongfu fournewiridoidmetaboliteshavebeenisolatedfromthestemsofneonaucleareticulatahavilmerrwithantiinflammatoryactivitiesonlpsinducedraw2647cells AT huangguanjhong fournewiridoidmetaboliteshavebeenisolatedfromthestemsofneonaucleareticulatahavilmerrwithantiinflammatoryactivitiesonlpsinducedraw2647cells AT kuoyuehhsiung fournewiridoidmetaboliteshavebeenisolatedfromthestemsofneonaucleareticulatahavilmerrwithantiinflammatoryactivitiesonlpsinducedraw2647cells |