Meleagrin
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Meleagrin is a roquefortine C-derived alkaloid produced by fungi of the genus Penicillium and has antimicrobial and anti-proliferative activities. Meleagrin is a class of FabI inhibitor. Meleagrin is a lead c-Met inhibitory entity useful for the control of c-Met-dependent metastatic and invasive breast malignancies.
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- Pureté: 99.0%
- CAS No.: 71751-77-4
- Formule: C23H23N5O4
- Masse moléculaire:433.46
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Stockage:
-20°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
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Activité biologique
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
19.9 μM
Compound: 1; Mel
|
Cytotoxicity against human A549 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay
Cytotoxicity against human A549 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay
|
[PMID: 26692349] |
| BT-474 | IC50 |
2.7 μM
Compound: 1; Mel
|
Antiproliferative activity against human BT-474 cells expressing c-MET assessed as reduction in cell viability incubated for 72 hrs by MTT assay
Antiproliferative activity against human BT-474 cells expressing c-MET assessed as reduction in cell viability incubated for 72 hrs by MTT assay
|
[PMID: 26692349] |
| HL-60 | IC50 |
7.4 μM
Compound: 1; Mel
|
Cytotoxicity against human HL-60 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay
Cytotoxicity against human HL-60 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay
|
[PMID: 26692349] |
| MCF7 | IC50 |
1.9 μM
Compound: 1; Mel
|
Antiproliferative activity against human MCF7 cells expressing c-MET assessed as reduction in cell viability incubated for 72 hrs by MTT assay
Antiproliferative activity against human MCF7 cells expressing c-MET assessed as reduction in cell viability incubated for 72 hrs by MTT assay
|
[PMID: 26692349] |
| MDA-MB-231 | IC50 |
1.8 μM
Compound: 1; Mel
|
Antimigratory activity against human MDA-MB-231 cells assessed as inhibition of HGF-induced cell migration incubated for 24 hrs by Giemsa-staining based wound healing assay
Antimigratory activity against human MDA-MB-231 cells assessed as inhibition of HGF-induced cell migration incubated for 24 hrs by Giemsa-staining based wound healing assay
|
[PMID: 26692349] |
| MDA-MB-231 | IC50 |
6.8 μM
Compound: 1; Mel
|
Antiproliferative activity against human MDA-MB-231 cells expressing c-MET assessed as reduction in cell viability incubated for 72 hrs by MTT assay
Antiproliferative activity against human MDA-MB-231 cells expressing c-MET assessed as reduction in cell viability incubated for 72 hrs by MTT assay
|
[PMID: 26692349] |
| MDA-MB-468 | IC50 |
8.9 μM
Compound: 1; Mel
|
Antiproliferative activity against human MDA-MB-468 cells expressing c-MET assessed as reduction in cell viability incubated for 72 hrs by MTT assay
Antiproliferative activity against human MDA-MB-468 cells expressing c-MET assessed as reduction in cell viability incubated for 72 hrs by MTT assay
|
[PMID: 26692349] |
| SK-BR-3 | IC50 |
2.8 μM
Compound: 1; Mel
|
Antiproliferative activity against human SK-BR-3 cells expressing c-MET assessed as reduction in cell viability incubated for 72 hrs by MTT assay
Antiproliferative activity against human SK-BR-3 cells expressing c-MET assessed as reduction in cell viability incubated for 72 hrs by MTT assay
|
[PMID: 26692349] |
| T47D | IC50 |
>40 μM
Compound: 1; Mel
|
Antiproliferative activity against human T47D cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay
Antiproliferative activity against human T47D cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay
|
[PMID: 26692349] |
Meleagrin inhibits the growth of the human breast cancer cell lines MDA-MB-231, MDA-468, BT-474, SK BR-3, MCF7 and MCF7-dox[3].
Meleagrin causes a dose-dependent inhibition of HGF-induced cell migration, and invasion of breast cancer cell lines[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 71751-77-4
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Appearance Solid
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Masse moléculaire 433.46
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Formule C23H23N5O4
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Color Off-white to light yellow
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SMILES
O=C1N[C@@]23N(OC)C4=C(C=CC=C4)[C@]2(C(C)(C)C=C)C=C(O)C(N3/C1=C/C5=CN=CN5)=O
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Structure Classification
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Initial Source
marine fungus Emericella dentata Nq45
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
-20°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Pureté et documentation
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Fiche technique (278 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Instruction de manipulation (2659 KB)
Références
[1]. Newmister SA, et al. Unveiling sequential late-stage methyltransferase reactions in the meleagrin/oxaline biosyntheticpathway. Org Biomol Chem. 2018 Sep 11;16(35):6450-6459. [Content Brief]
[2]. Zheng CJ, et al. Meleagrin, a new FabI inhibitor from Penicillium chryosogenum with at least one additional mode of action. PLoS One. 2013 Nov 28;8(11):e78922. [Content Brief]
[3]. 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. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)