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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...

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Detalles Bibliográficos
Autores principales: Liu, Wei, Ma, Liang, Zhang, Liping, Chen, Yuchan, Zhang, Qingbo, Zhang, Haibo, Zhang, Weimin, Zhang, Changsheng, Zhang, Wenjun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
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.
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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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