Click
here to close Hello! We notice that
you are using Internet Explorer, which is not supported by Echinobase
and may cause the site to display incorrectly. We suggest using a
current version of Chrome,
FireFox,
or Safari.
Metabolites
2022 Dec 23;131:. doi: 10.3390/metabo13010023.
Show Gene links
Show Anatomy links
Chemodiversity and Anti-Leukemia Effect of Metabolites from Penicillium setosum CMLD 18.
de Carvalho AC
,
Lima CS
,
Torquato HFV
,
Domiciano AT
,
Silva SDC
,
de Abreu LM
,
Uemi M
,
Paredes-Gamero EJ
,
Vieira PC
,
Veiga TAM
,
de Medeiros LS
.
???displayArticle.abstract???
Penicillium setosum represents a Penicillium species recently described, with little up-to-date information about its metabolic and biological potential. Due to this scenario, we performed chemical and biological studies of P. setosum CMLD18, a strain isolated from Swinglea glutinosa (Rutaceae). HRMS-MS guided dereplication strategies and anti-leukemia assays conducted the isolation and characterization of six compounds after several chromatographic procedures: 2-chloroemodic acid (2), 2-chloro-1,3,8-trihydroxy-6- (hydroxymethyl)-anthraquinone (7), 7-chloroemodin (8), bisdethiobis(methylthio)acetylaranotine (9), fellutanine C (10), and 4-methyl-5,6-diihydro-2H-pyran-2-one (15). From the assayed metabolites, (10) induced cellular death against Kasumi-1, a human leukemia cell line, as well as good selectivity for it, displaying promising cytotoxic activity. Here, the correct NMR signal assignments for (9) are also described. Therefore, this work highlights more detailed knowledge about the P. setosum chemical profile as well as its biological potential, offering prospects for obtaining natural products with anti-leukemia capabilities.
2020/08270-0 São Paulo Research Foundation, 2018/04095-0 São Paulo Research Foundation, Finance Code 001 Coordenação de Aperfeicoamento de Pessoal de Nível Superior
Antonsson,
Induction of apoptosis by staurosporine involves the inhibition of expression of the major cell cycle proteins at the G(2)/m checkpoint accompanied by alterations in Erk and Akt kinase activities.
2009, Pubmed
Antonsson,
Induction of apoptosis by staurosporine involves the inhibition of expression of the major cell cycle proteins at the G(2)/m checkpoint accompanied by alterations in Erk and Akt kinase activities.
2009,
Pubmed
Avalon,
Integrated Metabolomic-Genomic Workflows Accelerate Microbial Natural Product Discovery.
2022,
Pubmed
Bode,
Big effects from small changes: possible ways to explore nature's chemical diversity.
2002,
Pubmed
Calheiros de Carvalho,
Integrated Analytical Tools for Accessing Acridones and Unrelated Phenylacrylamides from Swinglea glutinosa.
2019,
Pubmed
,
Echinobase
Crüsemann,
Coupling Mass Spectral and Genomic Information to Improve Bacterial Natural Product Discovery Workflows.
2021,
Pubmed
E Silva,
Targeted Isolation of Anti-inflammatory Lignans from Justicia aequilabris by Molecular Networking Approach.
2022,
Pubmed
El-Elimat,
High-resolution MS, MS/MS, and UV database of fungal secondary metabolites as a dereplication protocol for bioactive natural products.
2013,
Pubmed
Figueroa,
Polyhydroxyanthraquinones as quorum sensing inhibitors from the guttates of Penicillium restrictum and their analysis by desorption electrospray ionization mass spectrometry.
2014,
Pubmed
Freire,
Feature-Based Molecular Networking Discovery of Bromopyrrole Alkaloids from the Marine Sponge Agelas dispar.
2022,
Pubmed
Geiger,
Cytotoxicity, fractionation and dereplication of extracts of the dinoflagellate Vulcanodinium rugosum, a producer of pinnatoxin G.
2013,
Pubmed
George,
Penicillium setosum, a new species from Withania somnifera (L.) Dunal.
2019,
Pubmed
George,
Chemotaxonomic profiling of Penicillium setosum using high-resolution mass spectrometry (LC-Q-ToF-MS).
2019,
Pubmed
George,
In vitro and in silico docking studies of antibacterial compounds derived from endophytic Penicillium setosum.
2019,
Pubmed
Kawai,
A comparative study on cytotoxicities and biochemical properties of anthraquinone mycotoxins emodin and skyrin from Penicillium islandicum Sopp.
1984,
Pubmed
Koerner,
Design and synthesis of emodin derivatives as novel inhibitors of ATP-citrate lyase.
2017,
Pubmed
Koul,
Penicillium spp.: prolific producer for harnessing cytotoxic secondary metabolites.
2017,
Pubmed
Kozlovsky,
New diketopiperazine alkaloids from Penicillium fellutanum.
2000,
Pubmed
Kushwaha,
LC-PDA-MS/MS-Based Dereplication Guided Isolation of a New Optical Isomer of 19,20-Epoxycytochalasin-N and Its Cytotoxic Activity.
2022,
Pubmed
Louis,
Enantioselective total synthesis of (-)-dactylolide.
2006,
Pubmed
Luo,
Molecular Networking-Based Screening Led to the Discovery of a Cyclic Heptadepsipeptide from an Endolichenic Xylaria sp.
2022,
Pubmed
Luo,
Amino Acid Conjugated Anthraquinones from the Marine-Derived Fungus Penicillium sp. SCSIO sof101.
2017,
Pubmed
Marcucci,
Molecular Dereplication and In Vitro and In Silico Pharmacological Evaluation of Coriandrum sativum against Neuroblastoma Cells.
2022,
Pubmed
,
Echinobase
Neuss,
Aranotin and related metabolites from Arachniotus aureus (Eidam) Schroeter. IV. Fermentation, isolation, structure elucidation, biosynthesis, and antiviral properties.
1968,
Pubmed
Paguigan,
Enhanced dereplication of fungal cultures via use of mass defect filtering.
2017,
Pubmed
Petrini,
Ecology, metabolite production, and substrate utilization in endophytic fungi.
1992,
Pubmed
Ramatapa,
Identification of Plant-Derived Bioactive Compounds Using Affinity Mass Spectrometry and Molecular Networking.
2022,
Pubmed
Shishido,
Dereplication of Natural Products with Antimicrobial and Anticancer Activity from Brazilian Cyanobacteria.
2019,
Pubmed
Shour,
Dereplication of cytotoxic compounds from different parts of Sophora pachycarpa using an integrated method of HPLC, LC-MS and 1H-NMR techniques.
2017,
Pubmed
Stielow,
One fungus, which genes? Development and assessment of universal primers for potential secondary fungal DNA barcodes.
2015,
Pubmed
Wang,
Sharing and community curation of mass spectrometry data with Global Natural Products Social Molecular Networking.
2016,
Pubmed
Zhang,
Newly reported alkaloids produced by marine-derived Penicillium species (covering 2014-2018).
2020,
Pubmed
de Carvalho,
Penicillium genus as a source for anti-leukemia compounds: an overview from 1984 to 2020.
2021,
Pubmed