Discovery of novel biologically active secondary metabolites from Thai mycodiversity with anti-infective potential

Abstract Background Substantial efforts have been made to monitor potentially hazardous anthropogenic contaminants in surface waters while for plant secondary metabolites (PSMs) almost no data on occurrence in the water cycle are available. These metabolites enter river waters through various pathways such as leaching, surface run-off and rain sewers or input of litter from vegetation and might add to the biological activity of the chemical mixture. To reduce this data gap, we conducted a LC–HRMS target screening in river waters from two different catchments for 150 plant metabolites which were selected from a larger database considering their expected abundance in the vegetation, their potential mobility, persistence and toxicity in the water cycle and commercial availability of standards. Results The screening revealed the presence of 12 out of 150 possibly toxic PSMs including coumarins (bergapten, scopoletin, fraxidin, esculetin and psoralen), a flavonoid (formononetin) and alkaloids (lycorine and narciclasine). The compounds narciclasine and lycorine were detected at concentrations up to 3 µg/L while esculetin and fraxidin occurred at concentrations above 1 µg/L. Nine compounds occurred at concentrations above 0.1 µg/L, the Threshold for Toxicological Concern (TTC) for non-genotoxic and non-endocrine disrupting chemicals in drinking water. Conclusions Our study provides an overview of potentially biologically active PSMs in surface waters and recommends their consideration in monitoring and risk assessment of water resources. This is currently hampered by a lack of effect data including toxicity to aquatic organisms, endocrine disruption and genotoxicity and demands for involvement of these compounds in biotesting.

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ChemInform Abstract: Biologically Active Secondary Metabolites from Fungi. Part 41. Pseudoanguillosporin A and B: Two New Isochromans Isolated from the Endophytic Fungus Pseudoanguillospora sp.

ChemInform ◽

10.1002/chin.200928190 ◽

2009 ◽

Vol 40 (28) ◽

Author(s):

Karsten Krohn ◽

et al. et al.

Keyword(s):

Secondary Metabolites ◽

Endophytic Fungus ◽

Biologically Active

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Urgensi dan Mekanisme Biosintesis Metabolit Sekunder Mikroba Laut

Jurnal Natur Indonesia ◽

10.31258/jnat.10.2.120-125 ◽

2012 ◽

Vol 10 (2) ◽

pp. 120 ◽

Cited By ~ 5

Author(s):

Risa Nofiani

Keyword(s):

Secondary Metabolites ◽

Secondary Metabolite ◽

Metabolic Pathways ◽

Abiotic Factors ◽

Biologically Active ◽

Secondary Metabolite Production ◽

Marine Microorganism ◽

Metabolite Production ◽

Biotic And Abiotic Factors ◽

Living Materials

Marine microorganism is one of biologically active potential resources of secondary metabolites. Its potency areso promising that the knowledge of how its secondary metabolite occured need to be studied and collected. Thoseknowledges will enable further study is improving secondary metabolite production in the laboratory. In nature,secondary metabolites synthesis occur when there are effect of both biotic and abiotic factors such as sea waterand microbe symbiosis with other living materials. When this is explained in metabolic pathways, secondarymetabolite synthesis affected by available nutrient and regulated by autoinducer molecules through quorum sensingmechanism

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SECONDARY METABOLITES WITH ANTIBIOTIC ACTIVITY OF MARINE ACTINOBACTERIA

Microbiology&Biotechnology ◽

10.18524/2307-4663.2021.3(53).245323 ◽

2021 ◽

pp. 28-43

Author(s):

K. S. Potapenko ◽

N. V. Korotaieva ◽

V. О. Ivanytsia

Keyword(s):

Secondary Metabolites ◽

Plant Growth ◽

Bioactive Compounds ◽

Current Literature ◽

Antibiotic Activity ◽

Growth Hormones ◽

Biologically Active ◽

Marine Actinobacteria ◽

Biotechnological Potential ◽

Plant Growth Hormones

Marine actinobacteria are active producers and an unused rich source of various biologically active secondary metabolites, such as antibiotics, antitumor, antiviral and antiinflammatory compounds, biopesticides, plant growth hormones, pigments, enzymes, enzyme inhibitors.In this review describes data from current literature sources for the period from 2017 to 2021 about various bioactive compounds that produce marine actinobacteria, their antibiotic activity and biotechnological potential, the main groups of secondary metabolites and their producers.

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Secondary metabolites of a marine-derived Penicillium ochrochloron

Notulae Scientia Biologicae ◽

10.15835/nsb13311020 ◽

2021 ◽

Vol 13 (3) ◽

pp. 11020

Author(s):

Peter M. EZE ◽

Ying GAO ◽

Yang LIU ◽

Lasse Van GEELEN ◽

Chika P. EJIKEUGWU ◽

...

Keyword(s):

Antibacterial Activity ◽

Secondary Metabolites ◽

Biological Properties ◽

Industrial Applications ◽

Biologically Active ◽

Fungal Isolation ◽

The North ◽

Wide Range ◽

Extremophilic Fungi ◽

Fungal Secondary Metabolites

Extremophilic fungi have received considerable attention recently as new promising sources of biologically active compounds with potential pharmaceutical applications. This study investigated the secondary metabolites of a marine-derived Penicillium ochrochloron isolated from underwater sea sand collected from the North Sea in St. Peter-Ording, Germany. Standard techniques were used for fungal isolation, taxonomic identification, fermentation, extraction, and isolation of fungal secondary metabolites. Chromatographic separation and spectroscopic analyses of the fungal secondary metabolites yielded eight compounds: talumarin A (1), aspergillumarin A (2), andrastin A (3), clavatol (4), 3-acetylphenol (5), methyl 2,5-dihydro-4-hydroxy-5-oxo-3-phenyl-2-furanpropanoate (6), emodin (7) and 2-chloroemodin (8). After co-cultivation with Bacillus subtilis, the fungus was induced to express (-)-striatisporolide A (9). Compound 1 was evaluated for antibacterial activity against Staphylococcus aureus, Acinetobacter baumannii, Mycobacterium smegmatis, and M. tuberculosis, as well as cytotoxicity against THP-1 cells. The compound, however, was not cytotoxic to THP-1 cells and had no antibacterial activity against the microorganisms tested. The compounds isolated from P. ochrochloron in this study are well-known compounds with a wide range of beneficial biological properties that can be explored for pharmaceutical, agricultural, or industrial applications. This study highlights the bioprospecting potential of marine fungi and confirms co-cultivation as a useful strategy for the discovery of new natural products.

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Comparative Histochemical analysis of above-ground parts of Filipendula vulgaris and Filipendula ulmaria growing in Central Kazakhstan

Research Journal of Pharmacy and Technology ◽

10.52711/0974-360x.2021.00845 ◽

2021 ◽

pp. 4863-4867

Author(s):

Yerbolat Tulebayev A. ◽

Margarita Ishmuratova Yu. ◽

Irina Losseva V. ◽

Wirginia Kukuła-Koch ◽

Ewa Poleszak ◽

...

Keyword(s):

Secondary Metabolites ◽

Raw Materials ◽

Sesquiterpene Lactones ◽

Biologically Active ◽

Histochemical Analysis ◽

Filipendula Ulmaria ◽

Plant Raw Materials ◽

Related Substances ◽

Histochemical Tests ◽

The Republic

The histochemical analysis of medicinal plants and raw materials makes it possible to establish the presence of certain groups of active and related substances or products of their metabolism, as well as to study their localization in tissues. The article presents the results of histochemical analysis of leaves, flowers, petioles and stems of Filipendula vulgaris and Filipendula ulmaria. These types of plant are used in traditional medicine as an anti-inflammatory, antipyretic and bactericidal agent. Our research objective - to determine the peculiarities of the localization features of individual groups of secondary metabolites in the aerial part of meadowsweet and meadowsweet growing in the territory of Central Kazakhstan at the microscopic level. Materials and Methods. Transverse sections of petioles, stem and whole flower; transverse and superficial sections of leaves of Filipendula vulgaris and Filipendula ulmaria were fixed in Strauss-Fleming solution, after which histochemical reactions were carried out to locate and identify essential oils, phenolic acids, flavonoids, sesquiterpene lactones, polysaccharides and alkaloids. The study of microscopic signs, as well as histochemical tests were carried out according to the methods of the State Pharmacopoeia of the Republic of Kazakhstan using a light microscope Biomed-4. Results and Discussion. The localization of biologically active substances in the studied types of plant raw materials was determined by histochemical methods using light microscopy. The presence of phenolic compounds, flavonoids, traces of essential oil, alkaloids and sesquiterpene lactones was established. The absence of polysaccharides in the investigated micropreparations was established. Conclusions. For the first time, the localization of secondary metabolites in the tissues of Filipendula vulgaris and Filipendula ulmaria was studied by histochemical tests. The results of histochemical studies can be used to confirm the authenticity, identification and standardization of the aerial parts of Filipendula vulgaris and Filipendula ulmaria.

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Malagasy Liverworts, Source of New and Biologically Active Compounds

Natural Product Communications ◽

10.1177/1934578x0700200616 ◽

2007 ◽

Vol 2 (6) ◽

pp. 1934578X0700200 ◽

Cited By ~ 8

Author(s):

Liva Harinantenaina ◽

Yoshinori Asakawa

Keyword(s):

Antibacterial Activity ◽

Secondary Metabolites ◽

Aromatic Compounds ◽

Biological Activities ◽

Biologically Active ◽

Raw 264.7 Cells ◽

No Production ◽

Raw 264.7 ◽

Strong Inhibition ◽

Phytochemical Investigation

The phytochemical investigation of eight Jungermaniales liverwort species: Bazzania decrescens, B. madagassa (Lepidoziaceae), Plagiochila barteri, P. terebrans (Plagiochilaceae), Isotachis aubertii (Isotachidaceae), Mastigophora diclados (Lepicoleaceae), Radula appressa (Radulaceae), and Thysananthus spathulistipus (Lejeuneaceae), collected from Madagascar, has been carried out to afford new and structurally interesting terpenoids and aromatic compounds. The biological activities of the isolated secondary metabolites were determined and the herbertene-type sesquiterpenoids were shown to have antibacterial activity. A new ent-clerodane diterpene from Thysananthus spathulistipus and bis-bibenzyls-type aromatic compounds exhibited strong inhibition of NO production in RAW 264.7 cells, while marchantin C produced moderate α-glucosidase inhibition. The chemosystematics of the studied species are discussed.

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Isolation, Characterization and Chemical Synthesis of Large Spectrum Antimicrobial Cyclic Dipeptide (l-leu-l-pro) from Streptomyces misionensis V16R3Y1 Bacteria Extracts. A Novel 1H NMR Metabolomic Approach

Antibiotics ◽

10.3390/antibiotics9050270 ◽

2020 ◽

Vol 9 (5) ◽

pp. 270

Author(s):

Ilhem Saadouli ◽

Imène Zendah El Euch ◽

Emna Trabelsi ◽

Amor Mosbah ◽

Alaeddine Redissi ◽

...

Keyword(s):

Secondary Metabolites ◽

Chemical Synthesis ◽

1H Nmr ◽

Pathogenic Bacteria ◽

Antimicrobial Activities ◽

Biologically Active ◽

Penicillium Expansum ◽

Cyclic Dipeptide ◽

Synthetic Compound ◽

Streptomyces Species

Streptomyces is the most frequently described genus of Actinomycetes, a producer of biologically active secondary metabolites. Indeed, the Streptomyces species produces about 70% of antibiotics and 60% of antifungal molecules used in agriculture. Our study was carried out with the goal of isolating and identifying antimicrobial secondary metabolites from Streptomyces misionensis V16R3Y1 isolated from the date palm rhizosphere (southern Tunisia). This strain presented a broad range of antifungal activity against Fusarium oxysporum, Aspergillus flavus, Penicillium expansum, Aspergillus niger, Candida albicans, Candida metapsilosis, and Candida parapsilosis and antibacterial activity against human pathogenic bacteria, including Escherichia fergusonii, Staphylococcus aureus, Salmonella enterica, Enterococcus faecalis, Bacillus cereus and Pseudomonas aeruginosa. The purification procedure entailed ethyl acetate extract, silica gel column, and thin layer chromatography. Based on 1H NMR metabolomic procedure application, also supported by the GC-MS analysis, cyclic dipeptide (l-Leucyl-l-Proline) was identified as the major compound in the bioactive fraction. In order to confirm the identity of the active compound and to have a large quantity thereof, a chemical synthesis of the cyclic dipeptide was performed. The synthetic compound was obtained with a very good yield (50%) and presented almost the same effect compared to the extracted fraction. This study indicates for the first time that Streptomyces misionensis V16R3Y1 exhibits a broad spectrum of antimicrobial activities, produced cyclic dipeptide (l-Leucyl-l-Proline) and might have potential use as a natural agent for pharmaceutical and agri-food applications.

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