8 results on '"Costantino V"'
Search Results
2. A Glimpse at Siderophores Production by Anabaena flos-aquae UTEX 1444
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Roberta Teta, Germana Esposito, Karishma Kundu, Mariano Stornaiuolo, Silvia Scarpato, Antonino Pollio, Valeria Costantino, Teta, R., Esposito, G., Kundu, K., Stornaiuolo, M., Scarpato, S., Pollio, A., and Costantino, V.
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molecular networking ,natural product ,siderophore ,carboxylate ,Iron ,Pharmaceutical Science ,hydroxamate ,synechobactin ,cyanobacteria ,Anabaena ,Anabaena flos‐aquae ,schizokinen ,Drug Discovery ,siderophores ,iron ,Anabaena flos-aquae ,hydroxamates ,catecholates ,carboxylates ,synechobactins ,natural products ,biodiversity ,Dolichospermum flos-aquae ,catecholate ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,Ecosystem - Abstract
In this study, a strain of Anabaena flos-aquae UTEX 1444 was cultivated in six different concentrations of iron (III). Cultures were extracted with organic solvents and analyzed using our dereplication strategy, based on the combined use of high-resolution tandem mass spectrometry and molecular networking. The analysis showed the presence of the siderophores’ family, named synechobactins, only in the zero iron (III) treatment culture. Seven unknown synechobactin variants were present in the extract, and their structures have been determined by a careful HRMS/MS analysis. This study unveils the capability of Anabaena flos-aquae UTEX 1444 to produce a large array of siderophores and may be a suitable model organism for a sustainable scale-up exploitation of such bioactive molecules, for the bioremediation of contaminated ecosystems, as well as in drug discovery.
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- 2022
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3. Computational Metabolomics Tools Reveal Subarmigerides, Unprecedented Linear Peptides from the Marine Sponge Holobiont Callyspongia subarmigera
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Andrea Castaldi, Roberta Teta, Germana Esposito, Mehdi A. Beniddir, Nicole J. De Voogd, Sébastien Duperron, Valeria Costantino, Marie-Lise Bourguet-Kondracki, Castaldi, A., Teta, R., Esposito, G., Beniddir, M. A., De Voogd, N. J., Duperron, S., Costantino, V., and Bourguet-Kondracki, M. -L.
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molecular networking ,Drug Discovery ,marine sponge holobiont ,Callyspongia subarmigera ,linear peptide ,cyanobacteria ,MS/MS ,Pharmaceutical Science ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) - Abstract
A detailed examination of a unique molecular family, restricted to the Callyspongia genus, in a molecular network obtained from an in-house Haplosclerida marine sponge collection (including Haliclona, Callyspongia, Xestospongia, and Petrosia species) led to the discovery of subarmigerides, a series of rare linear peptides from Callyspongia subarmigera, a genus mainly known for polyacetylenes and lipids. The structure of the sole isolated peptide, subarmigeride A (1) was elucidated through extensive 1D and 2D NMR spectroscopy, HRMS/MS, and Marfey’s method to assign its absolute configuration. The putative structures of seven additional linear peptides were proposed by an analysis of their respective MS/MS spectra and a comparison of their fragmentation patterns with the heptapeptide 1. Surprisingly, several structurally related analogues of subarmigeride A (1) occurred in one distinct cluster from the molecular network of the cyanobacteria strains of the Guadeloupe mangroves, suggesting that the true producer of this peptide family might be the microbial sponge-associated community, i.e., the sponge-associated cyanobacteria.
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- 2022
4. New Tricks with an Old Sponge: Feature-Based Molecular Networking Led to Fast Identification of New Stylissamide L from Stylissa caribica
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Joseph R. Pawlik, Gerardo Della Sala, Silvia Scarpato, Roberta Teta, Valeria Costantino, Alfonso Mangoni, Scarpato, S., Teta, R., Della Sala, G., Pawlik, J. R., Costantino, V., and Mangoni, A.
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Stereochemistry ,Large array ,Pharmaceutical Science ,01 natural sciences ,cyclic peptide ,03 medical and health sciences ,feature-based molecular networking ,Drug Discovery ,Feature based ,Proline ,marine sponges ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,lcsh:QH301-705.5 ,030304 developmental biology ,Cell growth inhibitor ,chemistry.chemical_classification ,0303 health sciences ,molecular networking ,biology ,010405 organic chemistry ,Chemistry ,cyclic peptides ,biology.organism_classification ,dereplication ,metabolomics ,Cyclic peptide ,0104 chemical sciences ,Sponge ,lcsh:Biology (General) ,Molecular networking ,proline-rich peptides ,Cancer cell lines ,marine sponge ,metabolomic - Abstract
Feature-based molecular networking was used to re-examine the secondary metabolites in extracts of a very well studied marine sponge, Stylissa caribica, known to contain a large array of cyclic peptides and brominated alkaloids. The analysis revealed the presence of 13 cyclic peptides in the sponge that had never been detected in previous work and appeared to be new compounds. The most abundant one was isolated and shown to be a new proline-rich cyclic heptapetide that was called stylissamide L (1). Structure of compound 1, including the cis/trans geometry of the three proline residues, was determined by extensive NMR studies, the l configuration of the seven amino acid residues was determined using Marfey&rsquo, s method. Stylissamide L was tested for activity as a cell growth inhibitor and cell migration inhibitor on two cancer cell lines but, unlike other members of the stylissamide family, it showed no significant activity. This approach showed that even a thoroughly studied species such as S. caribica may contain new chemistry that can be revealed if studied with the right tools.
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- 2020
5. Discovery of Unusual Cyanobacterial Tryptophan-Containing Anabaenopeptins by MS/MS-Based Molecular Networking
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Daniela Ewe, Petra Urajová, Alessia Caso, Kateřina Delawská, Markéta Macho, Valeria Costantino, Jan Mareš, Kumar Saurav, Germana Esposito, Pavel Hrouzek, Andreja Kust, Josef Juráň, Subhasish Saha, Saha, S., Esposito, G., Urajova, P., Mares, J., Ewe, D., Caso, A., Macho, M., Delawska, K., Kust, A., Hrouzek, P., Juran, J., Costantino, V., and Saurav, K.
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Cyanobacteria ,antiproliferative activity ,Brasilonema ,Pharmaceutical Science ,Genome ,Peptides, Cyclic ,Article ,Mass Spectrometry ,Analytical Chemistry ,lcsh:QD241-441 ,03 medical and health sciences ,lcsh:Organic chemistry ,anabaenopeptin ,Drug Discovery ,Humans ,Physical and Theoretical Chemistry ,Gene ,Nuclear Magnetic Resonance, Biomolecular ,030304 developmental biology ,Cell Proliferation ,0303 health sciences ,molecular networking ,biology ,030306 microbiology ,Chemistry ,Organic Chemistry ,Tryptophan ,biology.organism_classification ,hexapeptides ,hexapeptide ,Biochemistry ,Chemistry (miscellaneous) ,Molecular networking ,Molecular Medicine ,Genome mining ,tryptophan-containing peptides ,GC-content ,anabaenopeptins ,HeLa Cells - Abstract
Heterocytous cyanobacteria are among the most prolific sources of bioactive secondary metabolites, including anabaenopeptins (APTs). A terrestrial filamentous Brasilonema sp. CT11 collected in Costa Rica bamboo forest as a black mat, was studied using a multidisciplinary approach: genome mining and HPLC-HRMS/MS coupled with bioinformatic analyses. Herein, we report the nearly complete genome consisting of 8.79 Mbp with a GC content of 42.4%. Moreover, we report on three novel tryptophan-containing APTs, anabaenopeptin 788 (1), anabaenopeptin 802 (2), and anabaenopeptin 816 (3). Furthermore, the structure of two homologues, i.e., anabaenopeptin 802 (2a) and anabaenopeptin 802 (2b), was determined by spectroscopic analysis (NMR and MS). Both compounds were shown to exert weak to moderate antiproliferative activity against HeLa cell lines. This study also provides the unique and diverse potential of biosynthetic gene clusters and an assessment of the predicted chemical space yet to be discovered from this genus.
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- 2020
6. Identification of Quorum Sensing Activators and Inhibitors in The Marine Sponge Sarcotragus spinosulus
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Laura Steindler, Alessia Caso, Valeria Costantino, Roberta Teta, Maya Britstein, Ilia Burgsdorf, Rinat Bar-Shalom, Nicola Borbone, Germana Esposito, Kumar Saurav, Saurav, K., Borbone, N., Burgsdorf, I., Teta, R., Caso, A., Bar-Shalom, R., Esposito, G., Britstein, M., Steindler, L., and Costantino, V.
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Homoserine ,Pharmaceutical Science ,medicine.disease_cause ,sponge ,03 medical and health sciences ,chemistry.chemical_compound ,Pyocyanin ,sarcotragus spinosulus ,5,6-dibromo-N,N-dimethyltryptamine ,Drug Discovery ,medicine ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,Escherichia coli ,5,6-dibromo-n,n-dimethyltryptamine ,lcsh:QH301-705.5 ,3-bromo-4-methoxyphenethylamine ,030304 developmental biology ,Sarcotragus spinosulu ,0303 health sciences ,biology ,030306 microbiology ,Pseudomonas aeruginosa ,n-acyl homoserine lactone ,N-acyl homoserine lactone ,quorum sensing ,biology.organism_classification ,Quorum sensing ,N-Acyl homoserine lactone ,chemistry ,Biochemistry ,quorum sensing inhibition ,lcsh:Biology (General) ,Function (biology) ,Bacteria - Abstract
Marine sponges, a well-documented prolific source of natural products, harbor highly diverse microbial communities. Their extracts were previously shown to contain quorum sensing (QS) signal molecules of the N-acyl homoserine lactone (AHL) type, known to orchestrate bacterial gene regulation. Some bacteria and eukaryotic organisms are known to produce molecules that can interfere with QS signaling, thus affecting microbial genetic regulation and function. In the present study, we established the production of both QS signal molecules as well as QS inhibitory (QSI) molecules in the sponge species Sarcotragus spinosulus. A total of eighteen saturated acyl chain AHLs were identified along with six unsaturated acyl chain AHLs. Bioassay-guided purification led to the isolation of two brominated metabolites with QSI activity. The structures of these compounds were elucidated by comparative spectral analysis of 1HNMR and HR-MS data and were identified as 3-bromo-4-methoxyphenethylamine (1) and 5,6-dibromo-N,N-dimethyltryptamine (2). The QSI activity of compounds 1 and 2 was evaluated using reporter gene assays for long- and short-chain AHL signals (Escherichia coli pSB1075 and E. coli pSB401, respectively). QSI activity was further confirmed by measuring dose-dependent inhibition of proteolytic activity and pyocyanin production in Pseudomonas aeruginosa PAO1. The obtained results show the coexistence of QS and QSI in S. spinosulus, a complex signal network that may mediate the orchestrated function of the microbiome within the sponge holobiont.
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- 2020
7. Dittrichia graveolens (L.) Greuter, a Rapidly Spreading Invasive Plant: Chemistry and Bioactivity
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Maria Ponticelli, Ludovica Lela, Daniela Russo, Immacolata Faraone, Chiara Sinisgalli, Mayssa Ben Mustapha, Germana Esposito, Hichem Ben Jannet, Valeria Costantino, Luigi Milella, Ponticelli, M., Lela, L., Russo, D., Faraone, I., Sinisgalli, C., Mustapha, M. B., Esposito, G., Jannet, H. B., Costantino, V., and Milella, L.
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Anti-Infective Agent ,Inula graveolens L ,Phenolic compound ,Pharmaceutical Science ,phenolic compounds ,Asteraceae ,Plant Extract ,Analytical Chemistry ,Dittrichia graveolens (L.) Greuter ,Antineoplastic Agent ,QD241-441 ,Drug Discovery ,Physical and Theoretical Chemistry ,Animal ,Terpenes ,Organic Chemistry ,Invasive specie ,borneol ,stinkwort ,Anti-Inflammatory Agent ,Chemistry (miscellaneous) ,Terpene ,Flavonoid ,Molecular Medicine ,Antioxidant ,Human - Abstract
Dittrichia graveolens L. Greuter belonging to the Asteraceae family, is an aromatic herbaceous plant native to the Mediterranean region. This plant species has been extensively studied for its biological activities, including antioxidant, antitumor, antimicrobial, antifungal, anti-inflammatory, anticholinesterase, and antityrosinase, and for its peculiar metabolic profile. In particular, bioactivities are related to terpenes and flavonoids metabolites, such as borneol (40), tomentosin (189), inuviscolide (204). However, D. graveolens is also well known for causing health problems both in animals and humans. Moreover, the species is currently undergoing a dramatic northward expansion of its native range related to climate change, now including North Europe, California, and Australia. This review represents an updated overview of the 52 literature papers published in Scopus and PubMed dealing with expansion, chemistry (262 different compounds), pharmacological effects, and toxicology of D. graveolens up to October 2021. The review is intended to boost further studies to determine the molecular pathways involved in the observed activities, bioavailability, and clinical studies to explore new potential applications.
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- 2022
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8. Clogging the Ubiquitin-Proteasome Machinery with Marine Natural Products: Last Decade Update
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Carmela Mazzoccoli, Gerardo Della Sala, Valeria Costantino, Tiziana Tataranni, Claudia Piccoli, Francesca Agriesti, Della Sala, G., Agriesti, F., Mazzoccoli, C., Tataranni, T., Costantino, V., and Piccoli
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0301 basic medicine ,natural product ,Aquatic Organisms ,Proteasome Endopeptidase Complex ,natural products ,Pharmaceutical Science ,Antineoplastic Agents ,secondary metabolite ,Review ,Biology ,Protein degradation ,high-throughput screening ,03 medical and health sciences ,chemistry.chemical_compound ,Ubiquitin ,Drug Development ,Neoplasms ,Drug Discovery ,ubiquitin ,medicine ,lead compounds ,Animals ,Humans ,cancer ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,lcsh:QH301-705.5 ,Biological Products ,Natural product ,Bortezomib ,secondary metabolites ,Ubiquitin-Protein Ligase Complexes ,marine ,Invertebrates ,Cell biology ,030104 developmental biology ,proteasome ,Proteasome ,chemistry ,lcsh:Biology (General) ,Cancer cell ,Proteolysis ,Proteasome inhibitor ,biology.protein ,salinosporamide ,Salinosporamide A ,Proteasome Inhibitors ,medicine.drug ,Signal Transduction - Abstract
The ubiquitin-proteasome pathway (UPP) is the central protein degradation system in eukaryotic cells, playing a key role in homeostasis maintenance, through proteolysis of regulatory and misfolded (potentially harmful) proteins. As cancer cells produce proteins inducing cell proliferation and inhibiting cell death pathways, UPP inhibition has been exploited as an anticancer strategy to shift the balance between protein synthesis and degradation towards cell death. Over the last few years, marine invertebrates and microorganisms have shown to be an unexhaustive factory of secondary metabolites targeting the UPP. These chemically intriguing compounds can inspire clinical development of novel antitumor drugs to cope with the incessant outbreak of side effects and resistance mechanisms induced by currently approved proteasome inhibitors (e.g., bortezomib). In this review, we report about (a) the role of the UPP in anticancer therapy, (b) chemical and biological properties of UPP inhibitors from marine sources discovered in the last decade, (c) high-throughput screening techniques for mining natural UPP inhibitors in organic extracts. Moreover, we will tell about the fascinating story of salinosporamide A, the first marine natural product to access clinical trials as a proteasome inhibitor for cancer treatment.
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- 2018
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