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Pyrrole-Containing Alkaloids from a Marine-Derived Actinobacterium Streptomyces zhaozhouensis and Their Antimicrobial and Cytotoxic Activities

Two new alkaloids, streptopyrroles B and C (1 and 2), were discovered through a chemical investigation of the ethyl acetate (EtOAc) extract from a marine-derived actinomycete, Streptomyces zhaozhouensis, along with four known analogs (3–6). The structures of the new compounds were elucidated by spec...

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Autores principales: Heo, Chang-Su, Kang, Jong Soon, Kwon, Joo-Hee, Anh, Cao Van, Shin, Hee Jae
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10054583/
https://www.ncbi.nlm.nih.gov/pubmed/36976216
http://dx.doi.org/10.3390/md21030167
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author Heo, Chang-Su
Kang, Jong Soon
Kwon, Joo-Hee
Anh, Cao Van
Shin, Hee Jae
author_facet Heo, Chang-Su
Kang, Jong Soon
Kwon, Joo-Hee
Anh, Cao Van
Shin, Hee Jae
author_sort Heo, Chang-Su
collection PubMed
description Two new alkaloids, streptopyrroles B and C (1 and 2), were discovered through a chemical investigation of the ethyl acetate (EtOAc) extract from a marine-derived actinomycete, Streptomyces zhaozhouensis, along with four known analogs (3–6). The structures of the new compounds were elucidated by spectroscopic analysis (HR-ESIMS, 1D, and 2D NMR) and a comparison of their experimental data with literature values. The new compounds were evaluated for their antimicrobial activity by standard broth dilution assay, and the tested compounds showed significant activity against Gram-positive bacteria with minimum inhibitory concentration (MIC) values ranging from 0.7 to 2.9 µM, and kanamycin was used as a positive control with MIC values ranging from <0.5 to 4.1 µM. Additionally, 1, 3, and 5 were evaluated for their cytotoxicity against six tumor cell lines by sulforhodamine B (SRB) assay, and these compounds displayed cytotoxic activities against all the tested cell lines, with concentration causing 50% cell growth inhibition (GI(50)) values ranging from 4.9 to 10.8 µM, while a positive control, adriamycin, showed GI(50) values of 0.13–0.17 µM.
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spelling pubmed-100545832023-03-30 Pyrrole-Containing Alkaloids from a Marine-Derived Actinobacterium Streptomyces zhaozhouensis and Their Antimicrobial and Cytotoxic Activities Heo, Chang-Su Kang, Jong Soon Kwon, Joo-Hee Anh, Cao Van Shin, Hee Jae Mar Drugs Article Two new alkaloids, streptopyrroles B and C (1 and 2), were discovered through a chemical investigation of the ethyl acetate (EtOAc) extract from a marine-derived actinomycete, Streptomyces zhaozhouensis, along with four known analogs (3–6). The structures of the new compounds were elucidated by spectroscopic analysis (HR-ESIMS, 1D, and 2D NMR) and a comparison of their experimental data with literature values. The new compounds were evaluated for their antimicrobial activity by standard broth dilution assay, and the tested compounds showed significant activity against Gram-positive bacteria with minimum inhibitory concentration (MIC) values ranging from 0.7 to 2.9 µM, and kanamycin was used as a positive control with MIC values ranging from <0.5 to 4.1 µM. Additionally, 1, 3, and 5 were evaluated for their cytotoxicity against six tumor cell lines by sulforhodamine B (SRB) assay, and these compounds displayed cytotoxic activities against all the tested cell lines, with concentration causing 50% cell growth inhibition (GI(50)) values ranging from 4.9 to 10.8 µM, while a positive control, adriamycin, showed GI(50) values of 0.13–0.17 µM. MDPI 2023-03-06 /pmc/articles/PMC10054583/ /pubmed/36976216 http://dx.doi.org/10.3390/md21030167 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
Heo, Chang-Su
Kang, Jong Soon
Kwon, Joo-Hee
Anh, Cao Van
Shin, Hee Jae
Pyrrole-Containing Alkaloids from a Marine-Derived Actinobacterium Streptomyces zhaozhouensis and Their Antimicrobial and Cytotoxic Activities
title Pyrrole-Containing Alkaloids from a Marine-Derived Actinobacterium Streptomyces zhaozhouensis and Their Antimicrobial and Cytotoxic Activities
title_full Pyrrole-Containing Alkaloids from a Marine-Derived Actinobacterium Streptomyces zhaozhouensis and Their Antimicrobial and Cytotoxic Activities
title_fullStr Pyrrole-Containing Alkaloids from a Marine-Derived Actinobacterium Streptomyces zhaozhouensis and Their Antimicrobial and Cytotoxic Activities
title_full_unstemmed Pyrrole-Containing Alkaloids from a Marine-Derived Actinobacterium Streptomyces zhaozhouensis and Their Antimicrobial and Cytotoxic Activities
title_short Pyrrole-Containing Alkaloids from a Marine-Derived Actinobacterium Streptomyces zhaozhouensis and Their Antimicrobial and Cytotoxic Activities
title_sort pyrrole-containing alkaloids from a marine-derived actinobacterium streptomyces zhaozhouensis and their antimicrobial and cytotoxic activities
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10054583/
https://www.ncbi.nlm.nih.gov/pubmed/36976216
http://dx.doi.org/10.3390/md21030167
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