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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...

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Autores principales: Chang, Fang-Pin, Huang, Shyh-Shyun, Lee, Tzong-Huei, Chang, Chi-I, Kuo, Tzong-Fu, Huang, Guan-Jhong, Kuo, Yueh-Hsiung
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
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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.
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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
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