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    Brevianamide F
    Brevianamide F
    Information
    CAS No. 38136-70-8 Price $332 / 10mg
    Catalog No.CFN89048Purity>=98%
    Molecular Weight283.33Type of CompoundAlkaloids
    FormulaC16H17N3O2Physical DescriptionPowder
    Download     COA    MSDSSimilar structuralComparison
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    * Packaging according to customer requirements(5mg, 10mg, 20mg and more). We shipped via FedEx, DHL, UPS, EMS and others courier.
    According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
    Size /Price /Stock 10 mM * 1 mL in DMSO / $151.1 / In-stock
    Other Packaging *Packaging according to customer requirements(100uL/well, 200uL/well and more), and Container use Storage Tube With Screw Cap
    Our products had been exported to the following research institutions and universities, And still growing.
  • The Vancouver Prostate Centre (... (Canada)
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    Related Screening Libraries
    Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
    10 mM * 1 mL in DMSO / Inquiry / In-stock
    Related Libraries
  • Antibacterial Compound Library
  • Alkaloids Compound Library
  • Antifection Inhibitor Library
  • Biological Activity
    Description: Brevianamide F shows antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA).
    Targets: Antifection
    In vitro:
    Front Microbiol. 2017 Sep 6;8:1642.
    Antibacterial Activity of Endophytic Actinomycetes Isolated from the Medicinal Plant Vochysia divergens (Pantanal, Brazil).[Pubmed: 28932210]
    Endophytic actinomycetes from medicinal plants produce a wide diversity of secondary metabolites (SM). However, to date, the knowledge about endophytes from Brazil remains scarce. Thus, we analyzed the antimicrobial potential of 10 actinomycetes isolated from the medicinal plant Vochysia divergens located in the Pantanal sul-mato-grossense, an unexplored wetland in Brazil.
    METHODS AND RESULTS:
    Strains were classified as belonging to the Aeromicrobium, Actinomadura, Microbacterium, Microbispora, Micrococcus, Sphaerisporangium, Streptomyces, and Williamsia genera, through morphological and 16S rRNA phylogenetic analyzes. A susceptibility analysis demonstrated that the strains were largely resistant to the antibiotics oxacillin and nalidixic acid. Additionally, different culture media (SG and R5A), and temperatures (28 and 36°C) were evaluated to select the best culture conditions to produce the active SM. All conditions were analyzed for active metabolites, and the best antibacterial activity was observed from metabolites produced with SG medium at 36°C. The LGMB491 (close related to Aeromicrobium ponti) extract showed the highest activity against methicillin-resistant Staphylococcus aureus (MRSA), with a MIC of 0.04 mg/mL, and it was selected for SM identification. Strain LGMB491 produced 1-acetyl-β-carboline (1), indole-3-carbaldehyde (2), 3-(hydroxyacetyl)-indole (4), Brevianamide F (5), and cyclo-(L-Pro-L-Phe) (6) as major compounds with antibacterial activity.
    CONCLUSIONS:
    In this study, we add to the knowledge about the endophytic community from the medicinal plant V. divergens and report the isolation of rare actinomycetes that produce highly active metabolites.
    J Org Chem. 2015 Aug 21;80(16):8046-54.
    Beyond the Diketopiperazine Family with Alternatively Bridged Brevianamide F Analogues.[Pubmed: 26193166 ]

    METHODS AND RESULTS:
    A method for the preparation of 3,5-bridged piperazin-2-ones from a tryptophan-proline-based diketopiperazine is described using diphosgene to induce the ring closure. Density functional theory calculations were conducted to study the mechanism of this C-C bond formation. Several derivatives of the thus obtained α-chloroamine were synthesized by substitution of the chlorine atom using a range of O-, N-, S-, and C-nucleophiles.
    CONCLUSIONS:
    This novel class of Brevianamide F analogues possess interesting breast cancer resistance protein inhibitory activity.
    Brevianamide F Description
    Source: The fermentation broth of Streptomyces sp. strain TN58.
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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    Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.
    IF=36.216(2019)

    PMID: 29328914

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    doi: 10.1016/j.cmet.2020.01.002.
    IF=22.415(2019)

    PMID: 32004475

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    IF=13.903(2019)

    PMID: 29553709

    Nature Plants. 2016 Dec 22;3: 16206.
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    PMID: 28005066

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    IF=12.804(2019)

    PMID: 30417089
    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 3.5295 mL 17.6473 mL 35.2945 mL 70.5891 mL 88.2363 mL
    5 mM 0.7059 mL 3.5295 mL 7.0589 mL 14.1178 mL 17.6473 mL
    10 mM 0.3529 mL 1.7647 mL 3.5295 mL 7.0589 mL 8.8236 mL
    50 mM 0.0706 mL 0.3529 mL 0.7059 mL 1.4118 mL 1.7647 mL
    100 mM 0.0353 mL 0.1765 mL 0.3529 mL 0.7059 mL 0.8824 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Protocol
    Structure Identification:
    Nat Prod Res. 2009;23(12):1095-107
    Five naturally bioactive molecules including two rhamnopyranoside derivatives isolated from the Streptomyces sp. strain TN58.[Pubmed: 19662574]

    METHODS AND RESULTS:
    Extraction of 25 L fermentation broth of the newly isolated Streptomyces sp. strain TN58 and various separation and purification steps led to the isolation of five bioactive metabolites, namely Brevianamide F (C1), reported from a streptomycete for the first time, N(beta)-acetyltryptamine (C2), thiazolidomycin (C3), and two rhamnopyranosides (C4 and C5). These two rhamnopyranosides were produced directly, without precursor addition. The chemical structure of these five active compounds was established on the basis of (1)H, (13)C/APT and 2D NMR spectra, ESI and EI-MS data, and by comparison with data from the literature.
    CONCLUSIONS:
    According to the biological studies, we show in this work that the compounds C1, C2, C4 and C5 possess antimicrobial activities.