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Meleagrin (Synonyms: 6-O-Methyloxaline)

Catalog No.GC14951

antibiotic

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Meleagrin Chemical Structure

Cas No.: 71751-77-4

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1mg
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5mg
$805.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

MIC: 32-64 μg/ml for S. aureus, E. coli, and S. pneumoniae

Meleagrin is an antibiotic.

Meleagrin is an antibiotic derived from a deep ocean, penicillin-producing P. chrysogenum.

In vitro: It was found that consistent with their selective inhibition of Staphylococcus aureus FabI, meleagrin and its more active derivatives could directly bind to S. aureus FabI that was measured in a fluorescence quenching assay, inhibit intracellular fatty acid biosynthesis and growth of S. aureus, and increase the minimum inhibitory concentration (MIC) for fabI-overexpressing S. aureus. The compounds that were not effective against the FabK isoform, however, were able to inhibit the growth of Streptococcus pneumoniae containing only the FabK isoform. In addition, no resistant mutant to these compounds was obtained. Notely, fabK-overexpressing Escherichia coli was found to be not resistant to these compounds, but was resistant to triclosan [1]. Another study found that meleagrin was able to inhibit the growth of the human breast cancer cell lines, while similar treatment doses had no effect on the growth and viability of the non-tumorigenic human mammary epithelial cells MCF10A. Meleagrin also displayed good ATP competitive c-Met inhibitory activity in Z-Lyte assay [2].

In vivo: Up to now, there is no animal in vivo data reported.

Clinical trial: So far, no clinical study has been conducted.

References:
[1] Zheng, C. J.,Sohn, M.J.,Lee, S., et al. Meleagrin, a new FabI inhibitor from Penicillium chryosogenum with at least one additional mode of action. PLoS One 8(11), (2013).
[2] Mady MS et al.  The indole alkaloid meleagrin, from the olive tree endophytic fungus Penicillium chrysogenum, as a novel lead for the control of c-Met-dependent breast cancer proliferation, migration and invasion. Bioorg Med Chem. 2016 Jan 15;24(2):113-22.

Chemical Properties

Cas No. 71751-77-4 SDF
Synonyms 6-O-Methyloxaline
Chemical Name (3E,7aR,12aS)-7a-(1,1-dimethyl-2-propen-1-yl)-7a,12-dihydro-6-hydroxy-3-(1H-imidazol-5-ylmethylene)-12-methoxy-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione
Canonical SMILES OC1=CC2(C(C)(C)C=C)C3(N(OC)C4=C2C=CC=C4)N(/C(C(N3)=O)=C\C5=CNC=N5)C1=O
Formula C23H23N5O4 M.Wt 433.5
Solubility Soluble in ethanol;Soluble in methanol;Soluble in DMSO;Soluble in dimethyl formamide Storage Store at -20°C ,protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 2.3068 mL 11.534 mL 23.0681 mL
5 mM 0.4614 mL 2.3068 mL 4.6136 mL
10 mM 0.2307 mL 1.1534 mL 2.3068 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 12 reference(s) in Google Scholar.)

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