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Dianthiamides A–E, Proline-Containing Orbitides from Dianthus chinensis

Orbitides are plant-derived small cyclic peptides with a wide range of biological activities. Phytochemical investigation of the whole plants of Dianthus chinensis was performed with the aim to discover new bioactive orbitides. Five undescribed proline-containing orbitides, dianthiamides A–E (1–5),...

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Autores principales: Lee, Jin Woo, Kim, Jun Gu, Han, Jae Sang, Cho, Yong Beom, Lee, Yu Jin, Lee, Dongho, Shin, Dae Hwan, Hong, Jin Tae, Lee, Mi Kyeong, Hwang, Bang Yeon
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8659278/
https://www.ncbi.nlm.nih.gov/pubmed/34885850
http://dx.doi.org/10.3390/molecules26237275
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author Lee, Jin Woo
Kim, Jun Gu
Han, Jae Sang
Cho, Yong Beom
Lee, Yu Jin
Lee, Dongho
Shin, Dae Hwan
Hong, Jin Tae
Lee, Mi Kyeong
Hwang, Bang Yeon
author_facet Lee, Jin Woo
Kim, Jun Gu
Han, Jae Sang
Cho, Yong Beom
Lee, Yu Jin
Lee, Dongho
Shin, Dae Hwan
Hong, Jin Tae
Lee, Mi Kyeong
Hwang, Bang Yeon
author_sort Lee, Jin Woo
collection PubMed
description Orbitides are plant-derived small cyclic peptides with a wide range of biological activities. Phytochemical investigation of the whole plants of Dianthus chinensis was performed with the aim to discover new bioactive orbitides. Five undescribed proline-containing orbitides, dianthiamides A–E (1–5), were isolated from a methanolic extract of Dianthus chinensis. Their structures were elucidated by extensive analysis of 1D and 2D NMR and HRESI–TOF–MS as well as ESI–MS/MS fragmentation data. The absolute configuration of the amino acid residues of compounds 1–5 was determined by Marfey’s method. All compounds were tested for their cytotoxic activity, and dianthiamide A (1) exhibited weak activity against A549 cell line with IC(50) value of 47.9 μM.
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spelling pubmed-86592782021-12-10 Dianthiamides A–E, Proline-Containing Orbitides from Dianthus chinensis Lee, Jin Woo Kim, Jun Gu Han, Jae Sang Cho, Yong Beom Lee, Yu Jin Lee, Dongho Shin, Dae Hwan Hong, Jin Tae Lee, Mi Kyeong Hwang, Bang Yeon Molecules Article Orbitides are plant-derived small cyclic peptides with a wide range of biological activities. Phytochemical investigation of the whole plants of Dianthus chinensis was performed with the aim to discover new bioactive orbitides. Five undescribed proline-containing orbitides, dianthiamides A–E (1–5), were isolated from a methanolic extract of Dianthus chinensis. Their structures were elucidated by extensive analysis of 1D and 2D NMR and HRESI–TOF–MS as well as ESI–MS/MS fragmentation data. The absolute configuration of the amino acid residues of compounds 1–5 was determined by Marfey’s method. All compounds were tested for their cytotoxic activity, and dianthiamide A (1) exhibited weak activity against A549 cell line with IC(50) value of 47.9 μM. MDPI 2021-11-30 /pmc/articles/PMC8659278/ /pubmed/34885850 http://dx.doi.org/10.3390/molecules26237275 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
Lee, Jin Woo
Kim, Jun Gu
Han, Jae Sang
Cho, Yong Beom
Lee, Yu Jin
Lee, Dongho
Shin, Dae Hwan
Hong, Jin Tae
Lee, Mi Kyeong
Hwang, Bang Yeon
Dianthiamides A–E, Proline-Containing Orbitides from Dianthus chinensis
title Dianthiamides A–E, Proline-Containing Orbitides from Dianthus chinensis
title_full Dianthiamides A–E, Proline-Containing Orbitides from Dianthus chinensis
title_fullStr Dianthiamides A–E, Proline-Containing Orbitides from Dianthus chinensis
title_full_unstemmed Dianthiamides A–E, Proline-Containing Orbitides from Dianthus chinensis
title_short Dianthiamides A–E, Proline-Containing Orbitides from Dianthus chinensis
title_sort dianthiamides a–e, proline-containing orbitides from dianthus chinensis
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8659278/
https://www.ncbi.nlm.nih.gov/pubmed/34885850
http://dx.doi.org/10.3390/molecules26237275
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