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Isolation, Structure Elucidation, and First Total Synthesis of Quinomycins K and L, Two New Octadepsipeptides from the Maowei Sea Mangrove-Derived Streptomyces sp. B475
Mangrove actinomycetia have been proven to be one of the promising sources for discovering novel bioactive natural products. Quinomycins K (1) and L (2), two rare quinomycin-type octadepsipeptides without intra-peptide disulfide or thioacetal bridges, were investigated from the Maowei Sea mangrove-d...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10055584/ https://www.ncbi.nlm.nih.gov/pubmed/36976192 http://dx.doi.org/10.3390/md21030143 |
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author | Lu, Qinpei Wu, Gang Hao, Xiaomeng Hu, Xinxin Cai, Hao Liu, Xiujun You, Xuefu Guo, Hongwei Sun, Chenghang |
author_facet | Lu, Qinpei Wu, Gang Hao, Xiaomeng Hu, Xinxin Cai, Hao Liu, Xiujun You, Xuefu Guo, Hongwei Sun, Chenghang |
author_sort | Lu, Qinpei |
collection | PubMed |
description | Mangrove actinomycetia have been proven to be one of the promising sources for discovering novel bioactive natural products. Quinomycins K (1) and L (2), two rare quinomycin-type octadepsipeptides without intra-peptide disulfide or thioacetal bridges, were investigated from the Maowei Sea mangrove-derived Streptomyces sp. B475. Their chemical structures, including the absolute configurations of their amino acids, were elucidated by a combination of NMR and tandem MS analysis, electronic circular dichroism (ECD) calculation, advanced Marfey’s method, and further unequivocally confirmed by the first total synthesis. The two compounds displayed no potent antibacterial activity against 37 bacterial pathogens and had no significant cytotoxic activity against H460 lung cancer cells. |
format | Online Article Text |
id | pubmed-10055584 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-100555842023-03-30 Isolation, Structure Elucidation, and First Total Synthesis of Quinomycins K and L, Two New Octadepsipeptides from the Maowei Sea Mangrove-Derived Streptomyces sp. B475 Lu, Qinpei Wu, Gang Hao, Xiaomeng Hu, Xinxin Cai, Hao Liu, Xiujun You, Xuefu Guo, Hongwei Sun, Chenghang Mar Drugs Article Mangrove actinomycetia have been proven to be one of the promising sources for discovering novel bioactive natural products. Quinomycins K (1) and L (2), two rare quinomycin-type octadepsipeptides without intra-peptide disulfide or thioacetal bridges, were investigated from the Maowei Sea mangrove-derived Streptomyces sp. B475. Their chemical structures, including the absolute configurations of their amino acids, were elucidated by a combination of NMR and tandem MS analysis, electronic circular dichroism (ECD) calculation, advanced Marfey’s method, and further unequivocally confirmed by the first total synthesis. The two compounds displayed no potent antibacterial activity against 37 bacterial pathogens and had no significant cytotoxic activity against H460 lung cancer cells. MDPI 2023-02-23 /pmc/articles/PMC10055584/ /pubmed/36976192 http://dx.doi.org/10.3390/md21030143 Text en © 2023 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 Lu, Qinpei Wu, Gang Hao, Xiaomeng Hu, Xinxin Cai, Hao Liu, Xiujun You, Xuefu Guo, Hongwei Sun, Chenghang Isolation, Structure Elucidation, and First Total Synthesis of Quinomycins K and L, Two New Octadepsipeptides from the Maowei Sea Mangrove-Derived Streptomyces sp. B475 |
title | Isolation, Structure Elucidation, and First Total Synthesis of Quinomycins K and L, Two New Octadepsipeptides from the Maowei Sea Mangrove-Derived Streptomyces sp. B475 |
title_full | Isolation, Structure Elucidation, and First Total Synthesis of Quinomycins K and L, Two New Octadepsipeptides from the Maowei Sea Mangrove-Derived Streptomyces sp. B475 |
title_fullStr | Isolation, Structure Elucidation, and First Total Synthesis of Quinomycins K and L, Two New Octadepsipeptides from the Maowei Sea Mangrove-Derived Streptomyces sp. B475 |
title_full_unstemmed | Isolation, Structure Elucidation, and First Total Synthesis of Quinomycins K and L, Two New Octadepsipeptides from the Maowei Sea Mangrove-Derived Streptomyces sp. B475 |
title_short | Isolation, Structure Elucidation, and First Total Synthesis of Quinomycins K and L, Two New Octadepsipeptides from the Maowei Sea Mangrove-Derived Streptomyces sp. B475 |
title_sort | isolation, structure elucidation, and first total synthesis of quinomycins k and l, two new octadepsipeptides from the maowei sea mangrove-derived streptomyces sp. b475 |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10055584/ https://www.ncbi.nlm.nih.gov/pubmed/36976192 http://dx.doi.org/10.3390/md21030143 |
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