Angucycline Glycosides from an Intertidal Sediments Strain Streptomyces sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells

Four angucycline glycosides including three new compounds landomycin N (1), galtamycin C (2) and vineomycin D (3), and a known homologue saquayamycin B (4), along with two alkaloids 1-acetyl-β-carboline (5) and indole-3-acetic acid (6), were isolated from the fermentation broth of an intertidal sedi...

Descripción completa

Detalles Bibliográficos
Autores principales: Peng, Aihong, Qu, Xinying, Liu, Fangyuan, Li, Xia, Li, Erwei, Xie, Weidong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6315490/
https://www.ncbi.nlm.nih.gov/pubmed/30486371
http://dx.doi.org/10.3390/md16120470
_version_ 1783384307176308736
author Peng, Aihong
Qu, Xinying
Liu, Fangyuan
Li, Xia
Li, Erwei
Xie, Weidong
author_facet Peng, Aihong
Qu, Xinying
Liu, Fangyuan
Li, Xia
Li, Erwei
Xie, Weidong
author_sort Peng, Aihong
collection PubMed
description Four angucycline glycosides including three new compounds landomycin N (1), galtamycin C (2) and vineomycin D (3), and a known homologue saquayamycin B (4), along with two alkaloids 1-acetyl-β-carboline (5) and indole-3-acetic acid (6), were isolated from the fermentation broth of an intertidal sediments-derived Streptomyces sp. Their structures were established by IR, HR-ESI-MS, 1D and 2D NMR techniques. Among the isolated angucyclines, saquayamycin B (4) displayed potent cytotoxic activity against hepatoma carcinoma cells HepG-2, SMMC-7721 and plc-prf-5, with IC(50) values 0.135, 0.033 and 0.244 μM respectively, superior to doxorubicin. Saquayamycin B (4) also induced apoptosis in SMMC-7721 cells as detected by its morphological characteristics in 4′,6-diamidino-2-phenylindole (DAPI) staining experiment.
format Online
Article
Text
id pubmed-6315490
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-63154902019-01-10 Angucycline Glycosides from an Intertidal Sediments Strain Streptomyces sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells Peng, Aihong Qu, Xinying Liu, Fangyuan Li, Xia Li, Erwei Xie, Weidong Mar Drugs Article Four angucycline glycosides including three new compounds landomycin N (1), galtamycin C (2) and vineomycin D (3), and a known homologue saquayamycin B (4), along with two alkaloids 1-acetyl-β-carboline (5) and indole-3-acetic acid (6), were isolated from the fermentation broth of an intertidal sediments-derived Streptomyces sp. Their structures were established by IR, HR-ESI-MS, 1D and 2D NMR techniques. Among the isolated angucyclines, saquayamycin B (4) displayed potent cytotoxic activity against hepatoma carcinoma cells HepG-2, SMMC-7721 and plc-prf-5, with IC(50) values 0.135, 0.033 and 0.244 μM respectively, superior to doxorubicin. Saquayamycin B (4) also induced apoptosis in SMMC-7721 cells as detected by its morphological characteristics in 4′,6-diamidino-2-phenylindole (DAPI) staining experiment. MDPI 2018-11-27 /pmc/articles/PMC6315490/ /pubmed/30486371 http://dx.doi.org/10.3390/md16120470 Text en © 2018 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Peng, Aihong
Qu, Xinying
Liu, Fangyuan
Li, Xia
Li, Erwei
Xie, Weidong
Angucycline Glycosides from an Intertidal Sediments Strain Streptomyces sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells
title Angucycline Glycosides from an Intertidal Sediments Strain Streptomyces sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells
title_full Angucycline Glycosides from an Intertidal Sediments Strain Streptomyces sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells
title_fullStr Angucycline Glycosides from an Intertidal Sediments Strain Streptomyces sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells
title_full_unstemmed Angucycline Glycosides from an Intertidal Sediments Strain Streptomyces sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells
title_short Angucycline Glycosides from an Intertidal Sediments Strain Streptomyces sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells
title_sort angucycline glycosides from an intertidal sediments strain streptomyces sp. and their cytotoxic activity against hepatoma carcinoma cells
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6315490/
https://www.ncbi.nlm.nih.gov/pubmed/30486371
http://dx.doi.org/10.3390/md16120470
work_keys_str_mv AT pengaihong angucyclineglycosidesfromanintertidalsedimentsstrainstreptomycesspandtheircytotoxicactivityagainsthepatomacarcinomacells
AT quxinying angucyclineglycosidesfromanintertidalsedimentsstrainstreptomycesspandtheircytotoxicactivityagainsthepatomacarcinomacells
AT liufangyuan angucyclineglycosidesfromanintertidalsedimentsstrainstreptomycesspandtheircytotoxicactivityagainsthepatomacarcinomacells
AT lixia angucyclineglycosidesfromanintertidalsedimentsstrainstreptomycesspandtheircytotoxicactivityagainsthepatomacarcinomacells
AT lierwei angucyclineglycosidesfromanintertidalsedimentsstrainstreptomycesspandtheircytotoxicactivityagainsthepatomacarcinomacells
AT xieweidong angucyclineglycosidesfromanintertidalsedimentsstrainstreptomycesspandtheircytotoxicactivityagainsthepatomacarcinomacells

Ejemplares similares