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Two New Phenylhydrazone Derivatives from the Pearl River Estuary Sediment-Derived Streptomyces sp. SCSIO 40020
Two new phenylhydrazone derivatives and one new alkaloid, penzonemycins A–B (1–2) and demethylmycemycin A (3), together with three known compounds including an alkaloid (4) and two sesquiterpenoids (5–6), were isolated from the Streptomyces sp. SCSIO 40020 obtained from the Pearl River Estuary sedim...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9323291/ https://www.ncbi.nlm.nih.gov/pubmed/35877742 http://dx.doi.org/10.3390/md20070449 |
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author | Liu, Wei Ma, Liang Zhang, Liping Chen, Yuchan Zhang, Qingbo Zhang, Haibo Zhang, Weimin Zhang, Changsheng Zhang, Wenjun |
author_facet | Liu, Wei Ma, Liang Zhang, Liping Chen, Yuchan Zhang, Qingbo Zhang, Haibo Zhang, Weimin Zhang, Changsheng Zhang, Wenjun |
author_sort | Liu, Wei |
collection | PubMed |
description | Two new phenylhydrazone derivatives and one new alkaloid, penzonemycins A–B (1–2) and demethylmycemycin A (3), together with three known compounds including an alkaloid (4) and two sesquiterpenoids (5–6), were isolated from the Streptomyces sp. SCSIO 40020 obtained from the Pearl River Estuary sediment. Their structures and absolute configurations were assigned by 1D/2D NMR, mass spectroscopy and X-ray crystallography. Compound 1 was evaluated in four human cancer cell lines by the SRB method and displayed weak cytotoxicity in three cancer cell lines, with IC(50) values that ranged from 30.44 to 61.92 µM, which were comparable to those of the positive control cisplatin. Bioinformatic analysis of the putative biosynthetic gene cluster indicated a Japp–Klingemann coupling reaction involved in the hydrazone formation of 1 and 2. |
format | Online Article Text |
id | pubmed-9323291 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-93232912022-07-27 Two New Phenylhydrazone Derivatives from the Pearl River Estuary Sediment-Derived Streptomyces sp. SCSIO 40020 Liu, Wei Ma, Liang Zhang, Liping Chen, Yuchan Zhang, Qingbo Zhang, Haibo Zhang, Weimin Zhang, Changsheng Zhang, Wenjun Mar Drugs Article Two new phenylhydrazone derivatives and one new alkaloid, penzonemycins A–B (1–2) and demethylmycemycin A (3), together with three known compounds including an alkaloid (4) and two sesquiterpenoids (5–6), were isolated from the Streptomyces sp. SCSIO 40020 obtained from the Pearl River Estuary sediment. Their structures and absolute configurations were assigned by 1D/2D NMR, mass spectroscopy and X-ray crystallography. Compound 1 was evaluated in four human cancer cell lines by the SRB method and displayed weak cytotoxicity in three cancer cell lines, with IC(50) values that ranged from 30.44 to 61.92 µM, which were comparable to those of the positive control cisplatin. Bioinformatic analysis of the putative biosynthetic gene cluster indicated a Japp–Klingemann coupling reaction involved in the hydrazone formation of 1 and 2. MDPI 2022-07-09 /pmc/articles/PMC9323291/ /pubmed/35877742 http://dx.doi.org/10.3390/md20070449 Text en © 2022 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 Liu, Wei Ma, Liang Zhang, Liping Chen, Yuchan Zhang, Qingbo Zhang, Haibo Zhang, Weimin Zhang, Changsheng Zhang, Wenjun Two New Phenylhydrazone Derivatives from the Pearl River Estuary Sediment-Derived Streptomyces sp. SCSIO 40020 |
title | Two New Phenylhydrazone Derivatives from the Pearl River Estuary Sediment-Derived Streptomyces sp. SCSIO 40020 |
title_full | Two New Phenylhydrazone Derivatives from the Pearl River Estuary Sediment-Derived Streptomyces sp. SCSIO 40020 |
title_fullStr | Two New Phenylhydrazone Derivatives from the Pearl River Estuary Sediment-Derived Streptomyces sp. SCSIO 40020 |
title_full_unstemmed | Two New Phenylhydrazone Derivatives from the Pearl River Estuary Sediment-Derived Streptomyces sp. SCSIO 40020 |
title_short | Two New Phenylhydrazone Derivatives from the Pearl River Estuary Sediment-Derived Streptomyces sp. SCSIO 40020 |
title_sort | two new phenylhydrazone derivatives from the pearl river estuary sediment-derived streptomyces sp. scsio 40020 |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9323291/ https://www.ncbi.nlm.nih.gov/pubmed/35877742 http://dx.doi.org/10.3390/md20070449 |
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