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, Wenrui

doi:10.20944/preprints201811.0137.v1

Cited by 8 publications

(4 citation statements)

References 22 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A slightly higher cytotoxicity was observed in HepG2 and plc-prf-5 hepatocellular carcinoma cells, where saquayamycin B displayed an IC 50 of 0.14 and 0.24 μM ( Table 2 ). On human T-lymphoblastic Jurkat cells, but also on SMMC-7721 hepatoma cells, instead, the IC 50 of saquayamycin B was almost one order of magnitude lower than those obtained on the hepatic and breast cancer cell lines ( Table 2 ) [ 120 , 123 ]. Notably, on SMMC-7721 cells, saquayamycin B (0.025–0.100 μM) dose-dependently promoted apoptosis [ 120 ].…”

Section: Anticancer Mechanisms Of Aqs From Other Marine Sourcesmentioning

confidence: 87%

“…On human T-lymphoblastic Jurkat cells, but also on SMMC-7721 hepatoma cells, instead, the IC 50 of saquayamycin B was almost one order of magnitude lower than those obtained on the hepatic and breast cancer cell lines ( Table 2 ) [ 120 , 123 ]. Notably, on SMMC-7721 cells, saquayamycin B (0.025–0.100 μM) dose-dependently promoted apoptosis [ 120 ]. However, as for marmycin A, the authors did not investigate the underlying pro-apoptotic mechanisms of saquayamycin B.…”

Section: Anticancer Mechanisms Of Aqs From Other Marine Sourcesmentioning

confidence: 87%

“…Saquayamycin B ( Figure 16 ) is another angucycline glycoside, isolated from two different Streptomyces strains derived from deep sea sediment [ 119 , 120 , 123 ].…”

Section: Anticancer Mechanisms Of Aqs From Other Marine Sourcesmentioning

confidence: 99%

See 2 more Smart Citations

Marine Anthraquinones: Pharmacological and Toxicological Issues

et al. 2021

View full text Add to dashboard Cite

The marine ecosystem, populated by a myriad of animals, plants, and microorganisms, is an inexhaustible reservoir of pharmacologically active molecules. Among the multiple secondary metabolites produced by marine sources, there are anthraquinones and their derivatives. Besides being mainly known to be produced by terrestrial species, even marine organisms and the uncountable kingdom of marine microorganisms biosynthesize anthraquinones. Anthraquinones possess many different biological activities, including a remarkable antitumor activity. However, due to their peculiar chemical structures, anthraquinones are often associated with toxicological issues, even relevant, such as genotoxicity and mutagenicity. The aim of this review is to critically describe the anticancer potential of anthraquinones derived from marine sources and their genotoxic and mutagenic potential. Marine-derived anthraquinones show a promising anticancer potential, although clinical studies are missing. Additionally, an in-depth investigation of their toxicological profile is needed before advocating anthraquinones as a therapeutic armamentarium in the oncological area.

show abstract

Section: Anticancer Mechanisms Of Aqs From Other Marine Sourcesmentioning

confidence: 87%

Section: Anticancer Mechanisms Of Aqs From Other Marine Sourcesmentioning

confidence: 87%

See 1 more Smart Citation

Marine Anthraquinones: Pharmacological and Toxicological Issues

et al. 2021

View full text Add to dashboard Cite

show abstract

“…Based on that, 7 was identified as galtamycin C, which has previously been isolated from an intertidal sediments-derived Streptomyces sp. 32 . As for 8, it was found to be 1-oxo-3-hydroxy-3,4-dihydro-2H-galtamycin C based on the different 2D NMR correlations observed in comparison with 7, together with the molecular formula and degrees of unsaturation obtained from its accurate mass (Supplemental data).…”

Section: Catechol Elicits the Production Of Bioactive Specialized Metabolitesmentioning

confidence: 99%

Adrenaline-mediated activation of antibiotic production in Streptomyces highlights catechol as elicitor of specialized metabolism

Wezel

Bergeijk

Aboutabl

et al. 2021

Preprint

View full text Add to dashboard Cite

Actinobacteria are a rich source of bioactive molecules, and genome sequencing has shown that the vast majority of their biosynthetic potential has yet to be explored. However, many of their biosynthetic gene clusters (BGCs) are poorly expressed in the laboratory, which prevents discovery of their cognate natural products. To exploit their full biosynthetic potential, better understanding of the signals that promote the expression of BGCs is needed. Here, we show that the human stress hormone epinephrine (adrenaline) elicits antibiotic production by Actinobacteria. Catechol was established as the likely eliciting moiety, since similar responses were seen for catechol and for the catechol-containing molecules dopamine and catechin but not for related molecules. Exploration of the catechol-responsive strain Streptomyces sp. MBT84 using mass spectral networking revealed elicitation of a BGC that produces the angucycline glycosides aquayamycin, urdamycinone B and galtamycin C. Heterologous expression of the catechol-cleaving enzymes catechol 1,2-dioxygenase or catechol 2,3 dioxygenase counteracted the eliciting effect of catechol. Thus, for the first time we show the activation of natural product biosynthesis by a human hormone, leading to the identification of the ubiquitous catechol moiety as elicitor of BGCs for siderophores and antibiotics.

show abstract

Rapid spectrophotometric detection for optimized production of landomycins and characterization of their therapeutic potential

Chappell,

Maiello,

Tierney

et al. 2023

Preprint

View full text Add to dashboard Cite

Microbial derived natural products remain a major source of structurally diverse bioactive compounds and chemical scaffolds that have potential as new therapeutics to target drug resistant pathogens and cancers. In particular, genome mining has revealed the vast number of cryptic or low yield biosynthetic gene clusters in the genusStreptomyces. Here, we describe our efforts to improve yields of landomycins – angucycline family polyketides under investigation as cancer therapeutics – by a genetically modifiedStreptomyces cyanogenus136. After simplifying the extraction process fromS. cyanogenuscultures, we identified a wavelength at which the major landomycin products absorb in culture extracts, which we used to systematically explore culture medium compositions to improve total landomycin titers. Through correlational analysis, we simplified the culture optimization process by identifying an alternative wavelength at which culture supernatants absorb yet is representative of total landomycin titers. Using the subsequently improved sample throughput, we explored landomycin production during the culturing process to further increase landomycin yield and reduce culture time. Testing the antimicrobial activity of the isolated landomycins, we report broad inhibition of Gram-positive bacteria, inhibition of fungi by landomycinone, and broad landomycin resistance by Gram-negative bacteria that is likely mediated by exclusion of landomycins by the bacterial membrane. Finally, the anticancer activity of the isolated landomycins against A549 lung carcinoma cells agrees with previous reports on other cell lines that glycan chain length correlates with activity. Given the prevalence of natural products produced byStreptomyces, as well as the light-absorbing moieties common to bioactive natural products and their metabolic precursors, our method is relevant to improving the yields of other natural products of interest.

show abstract

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

Cited by 8 publications

References 22 publications

Marine Anthraquinones: Pharmacological and Toxicological Issues

Marine Anthraquinones: Pharmacological and Toxicological Issues

Adrenaline-mediated activation of antibiotic production in Streptomyces highlights catechol as elicitor of specialized metabolism

Rapid spectrophotometric detection for optimized production of landomycins and characterization of their therapeutic potential

Contact Info

Product

Resources

About