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Meleagrin

Catalog No.
C5172
antibiotic
Grouped product items
SizePriceStock Qty
1mg
$173.00
Ship with 5-10 days
5mg
$650.00
Ship with 5-10 days

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

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

Physical AppearanceA light tan to tan solid
StorageStore at -20°C
M.Wt433.5
Cas No.71751-77-4
FormulaC23H23N5O4
Synonyms6-O-Methyloxaline
SolubilitySoluble in ethanol;Soluble in methanol;Soluble in DMSO;Soluble in dimethyl formamide
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
SDFDownload SDF
Canonical SMILESOC1=CC2(C(C)(C)C=C)C3(N(OC)C4=C2C=CC=C4)N(/C(C(N3)=O)=C\C5=CNC=N5)C1=O
Shipping ConditionEvaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while. Stock solution can be stored below -20°C for several months.

Protocol

Cell experiment [1]:

Cell lines

Human breast cancer cell lines

Preparation method

The solubility of this compound in DMSO is soluble. General tips for obtaining a higher concentration: Please warm the tube at 37℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reacting condition

0~50 μM

Applications

Meleagrin inhibited the growth of human breast cancer cells MDA-MB-231, MDA-468, BT-474, SK BR-3, MCF7 and MCF7-dox. It was also found that similar therapeutic had no effect on the growth and viability of non-tumorigenic human mammary epithelial cells MCF10A. Meleagrin also showed excellent ATP-competitive c-Met inhibitory activity in Z-Lyte analysis, which had been further confirmed by molecular docking studies and Western blot analysis.

References:

[1]. Mady MS, Mohyeldin MM, Ebrahim HY, Elsayed HE, Houssen WE, Haggag EG, Soliman RF, El Sayed KA. 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. doi: 10.1016/j.bmc.2015.11.038. Epub 2015 Nov 28. PMID: 26692349; PMCID: PMC4703546.

Quality Control

Quality Control & MSDS

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Chemical structure

Meleagrin