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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...

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Autores principales: 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
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
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.
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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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