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Protective Effect of Tetrahydroquinolines from the Edible Insect Allomyrina dichotoma on LPS-Induced Vascular Inflammatory Responses

The larva of Allomyrina dichotoma (family Scarabaeidae) is an edible insect that is registered in the Korean Food Standards Codex as a food resource. The chemical study on the larvae of A. dichotoma resulted in the isolation of three new tetrahydroquinolines, allomyrinaines A–C (1–3), one new dopami...

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Autores principales: Park, InWha, Lee, Wonhwa, Yoo, Youngbum, Shin, Hyosoo, Oh, Joonseok, Kim, Hyelim, Kim, Mi-Ae, Hwang, Jae Sam, Bae, Jong-Sup, Na, MinKyun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7279263/
https://www.ncbi.nlm.nih.gov/pubmed/32408482
http://dx.doi.org/10.3390/ijms21103406
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author Park, InWha
Lee, Wonhwa
Yoo, Youngbum
Shin, Hyosoo
Oh, Joonseok
Kim, Hyelim
Kim, Mi-Ae
Hwang, Jae Sam
Bae, Jong-Sup
Na, MinKyun
author_facet Park, InWha
Lee, Wonhwa
Yoo, Youngbum
Shin, Hyosoo
Oh, Joonseok
Kim, Hyelim
Kim, Mi-Ae
Hwang, Jae Sam
Bae, Jong-Sup
Na, MinKyun
author_sort Park, InWha
collection PubMed
description The larva of Allomyrina dichotoma (family Scarabaeidae) is an edible insect that is registered in the Korean Food Standards Codex as a food resource. The chemical study on the larvae of A. dichotoma resulted in the isolation of three new tetrahydroquinolines, allomyrinaines A–C (1–3), one new dopamine derivative, allomyrinamide A (4), and four known compounds (5–8). The structures were elucidated on the basis of 1D and 2D nuclear magnetic resonance (NMR) and MS spectroscopic data analysis. Allomyrinaines A–C (1–3) possessed three stereogenic centers at C-2, C-3, and C-4, whose relative configurations were determined by analyses of the coupling constants and the nuclear Overhauser enhancement spectroscopy (NOESY) data, as well as DP4+ calculation. The anti-inflammatory effects of compounds 1–4 were evaluated in human endothelial cells. Allomyrinaines A–C (1–3) could stabilize vascular barrier integrity on lipopolysaccharide (LPS)-induced vascular inflammation via inhibition of the nuclear factor-κB (NF-κB) pathway. The physiologically relevant concentration was confirmed by Q-TOF-MS-based quantitative analysis on allomyrinaines A–C in crude extract. This study suggests that allomyrinaines A–C (1–3) are bioactive constituents of A. dichotoma to treat vascular inflammatory disorder.
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spelling pubmed-72792632020-06-15 Protective Effect of Tetrahydroquinolines from the Edible Insect Allomyrina dichotoma on LPS-Induced Vascular Inflammatory Responses Park, InWha Lee, Wonhwa Yoo, Youngbum Shin, Hyosoo Oh, Joonseok Kim, Hyelim Kim, Mi-Ae Hwang, Jae Sam Bae, Jong-Sup Na, MinKyun Int J Mol Sci Article The larva of Allomyrina dichotoma (family Scarabaeidae) is an edible insect that is registered in the Korean Food Standards Codex as a food resource. The chemical study on the larvae of A. dichotoma resulted in the isolation of three new tetrahydroquinolines, allomyrinaines A–C (1–3), one new dopamine derivative, allomyrinamide A (4), and four known compounds (5–8). The structures were elucidated on the basis of 1D and 2D nuclear magnetic resonance (NMR) and MS spectroscopic data analysis. Allomyrinaines A–C (1–3) possessed three stereogenic centers at C-2, C-3, and C-4, whose relative configurations were determined by analyses of the coupling constants and the nuclear Overhauser enhancement spectroscopy (NOESY) data, as well as DP4+ calculation. The anti-inflammatory effects of compounds 1–4 were evaluated in human endothelial cells. Allomyrinaines A–C (1–3) could stabilize vascular barrier integrity on lipopolysaccharide (LPS)-induced vascular inflammation via inhibition of the nuclear factor-κB (NF-κB) pathway. The physiologically relevant concentration was confirmed by Q-TOF-MS-based quantitative analysis on allomyrinaines A–C in crude extract. This study suggests that allomyrinaines A–C (1–3) are bioactive constituents of A. dichotoma to treat vascular inflammatory disorder. MDPI 2020-05-12 /pmc/articles/PMC7279263/ /pubmed/32408482 http://dx.doi.org/10.3390/ijms21103406 Text en © 2020 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
Park, InWha
Lee, Wonhwa
Yoo, Youngbum
Shin, Hyosoo
Oh, Joonseok
Kim, Hyelim
Kim, Mi-Ae
Hwang, Jae Sam
Bae, Jong-Sup
Na, MinKyun
Protective Effect of Tetrahydroquinolines from the Edible Insect Allomyrina dichotoma on LPS-Induced Vascular Inflammatory Responses
title Protective Effect of Tetrahydroquinolines from the Edible Insect Allomyrina dichotoma on LPS-Induced Vascular Inflammatory Responses
title_full Protective Effect of Tetrahydroquinolines from the Edible Insect Allomyrina dichotoma on LPS-Induced Vascular Inflammatory Responses
title_fullStr Protective Effect of Tetrahydroquinolines from the Edible Insect Allomyrina dichotoma on LPS-Induced Vascular Inflammatory Responses
title_full_unstemmed Protective Effect of Tetrahydroquinolines from the Edible Insect Allomyrina dichotoma on LPS-Induced Vascular Inflammatory Responses
title_short Protective Effect of Tetrahydroquinolines from the Edible Insect Allomyrina dichotoma on LPS-Induced Vascular Inflammatory Responses
title_sort protective effect of tetrahydroquinolines from the edible insect allomyrina dichotoma on lps-induced vascular inflammatory responses
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7279263/
https://www.ncbi.nlm.nih.gov/pubmed/32408482
http://dx.doi.org/10.3390/ijms21103406
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