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Chemical Constituents of the Egg Cases of Tenodera angustipennis (Mantidis ootheca) with Intracellular Reactive Oxygen Species Scavenging Activity
As a traditional medicine with potential antioxidant effects, Tenodera angustipennis egg cases (Mantidis ootheca) are a potential source of new bioactive substances. Herein, three new N-acetyldopamine derivatives, namely, (+)-tenoderin A (1a), (−)-tenoderin A (1b), and tenoderin B (2), along with th...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8068885/ https://www.ncbi.nlm.nih.gov/pubmed/33920120 http://dx.doi.org/10.3390/biom11040556 |
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author | Ryu, Seung Mok Nam, Hyeon-hwa Kim, Joong Sun Song, Jun-ho Seo, Young Hye Kim, Hyo Seon Lee, A Yeong Kim, Wook Jin Lee, Dongho Moon, Byeong Cheol Lee, Jun |
author_facet | Ryu, Seung Mok Nam, Hyeon-hwa Kim, Joong Sun Song, Jun-ho Seo, Young Hye Kim, Hyo Seon Lee, A Yeong Kim, Wook Jin Lee, Dongho Moon, Byeong Cheol Lee, Jun |
author_sort | Ryu, Seung Mok |
collection | PubMed |
description | As a traditional medicine with potential antioxidant effects, Tenodera angustipennis egg cases (Mantidis ootheca) are a potential source of new bioactive substances. Herein, three new N-acetyldopamine derivatives, namely, (+)-tenoderin A (1a), (−)-tenoderin A (1b), and tenoderin B (2), along with thirteen known compounds (3–15), were isolated from a 70% EtOH extract of T. angustipennis egg cases. Compound 1 was isolated as a racemic mixture, and two enantiomers (1a and 1b) were successfully separated by chiral-phase preparative HPLC. The chemical structures of the new compounds were established by NMR spectroscopy and high-resolution electrospray ionization mass spectrometry, and the absolute configurations of enantiomers 1a and 1b were determined by electronic circular dichroism spectroscopy. All the new compounds exhibited antioxidant activities with IC(50) values of 19.45–81.98 μM, as evaluated using free-radical scavenging assays, with the highest activity observed for compound 2. In addition, compounds 1a, 1b, and 2 exhibited inhibitory activities on intracellular reactive oxygen species generation. |
format | Online Article Text |
id | pubmed-8068885 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-80688852021-04-26 Chemical Constituents of the Egg Cases of Tenodera angustipennis (Mantidis ootheca) with Intracellular Reactive Oxygen Species Scavenging Activity Ryu, Seung Mok Nam, Hyeon-hwa Kim, Joong Sun Song, Jun-ho Seo, Young Hye Kim, Hyo Seon Lee, A Yeong Kim, Wook Jin Lee, Dongho Moon, Byeong Cheol Lee, Jun Biomolecules Article As a traditional medicine with potential antioxidant effects, Tenodera angustipennis egg cases (Mantidis ootheca) are a potential source of new bioactive substances. Herein, three new N-acetyldopamine derivatives, namely, (+)-tenoderin A (1a), (−)-tenoderin A (1b), and tenoderin B (2), along with thirteen known compounds (3–15), were isolated from a 70% EtOH extract of T. angustipennis egg cases. Compound 1 was isolated as a racemic mixture, and two enantiomers (1a and 1b) were successfully separated by chiral-phase preparative HPLC. The chemical structures of the new compounds were established by NMR spectroscopy and high-resolution electrospray ionization mass spectrometry, and the absolute configurations of enantiomers 1a and 1b were determined by electronic circular dichroism spectroscopy. All the new compounds exhibited antioxidant activities with IC(50) values of 19.45–81.98 μM, as evaluated using free-radical scavenging assays, with the highest activity observed for compound 2. In addition, compounds 1a, 1b, and 2 exhibited inhibitory activities on intracellular reactive oxygen species generation. MDPI 2021-04-10 /pmc/articles/PMC8068885/ /pubmed/33920120 http://dx.doi.org/10.3390/biom11040556 Text en © 2021 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 Ryu, Seung Mok Nam, Hyeon-hwa Kim, Joong Sun Song, Jun-ho Seo, Young Hye Kim, Hyo Seon Lee, A Yeong Kim, Wook Jin Lee, Dongho Moon, Byeong Cheol Lee, Jun Chemical Constituents of the Egg Cases of Tenodera angustipennis (Mantidis ootheca) with Intracellular Reactive Oxygen Species Scavenging Activity |
title | Chemical Constituents of the Egg Cases of Tenodera angustipennis (Mantidis ootheca) with Intracellular Reactive Oxygen Species Scavenging Activity |
title_full | Chemical Constituents of the Egg Cases of Tenodera angustipennis (Mantidis ootheca) with Intracellular Reactive Oxygen Species Scavenging Activity |
title_fullStr | Chemical Constituents of the Egg Cases of Tenodera angustipennis (Mantidis ootheca) with Intracellular Reactive Oxygen Species Scavenging Activity |
title_full_unstemmed | Chemical Constituents of the Egg Cases of Tenodera angustipennis (Mantidis ootheca) with Intracellular Reactive Oxygen Species Scavenging Activity |
title_short | Chemical Constituents of the Egg Cases of Tenodera angustipennis (Mantidis ootheca) with Intracellular Reactive Oxygen Species Scavenging Activity |
title_sort | chemical constituents of the egg cases of tenodera angustipennis (mantidis ootheca) with intracellular reactive oxygen species scavenging activity |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8068885/ https://www.ncbi.nlm.nih.gov/pubmed/33920120 http://dx.doi.org/10.3390/biom11040556 |
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