MELEAGRIN

Base Information

• Chemical Name: MELEAGRIN
• CAS No.: 71751-77-4
• Molecular Formula: C₂₃H₂₃N₅O₄
• Molecular Weight: 433.467
• Mol file: 71751-77-4.mol

Synonyms:1H,5H-Imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione,7a-(1,1-dimethyl-2-propenyl)-7a,12-dihydro-6-hydroxy-3-(1H-imidazol-4-ylmethylene)-12-methoxy-,(3E,7aR,12aS)- (9CI);1H,5H-Imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione, 7a-(1,1-dimethyl-2-propenyl)-7a,12-dihydro-6-hydroxy-3-(1H-imidazol-4-ylmethylene)-12-methoxy-,[7aR-(3E,7aR*,12aS*)]-; 6-O-Demethyloxaline; Meleagrin; Meleagrine

Chemical Property of MELEAGRIN

Chemical Property:

• PSA: 110.79000
• Density: 1.47g/cm3
• LogP: 2.68160
• Storage Temp.: ?20°C
• Solubility.: Soluble in DMSO (up to 10 mg/ml)

Purity/Quality:

99.90% ^*data from raw suppliers

Meleagrin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Meleagrin (71751-77-4) is a novel alkaloid biosynthesized via the roquefortine branched biosynthetic pathway.1,2? Displays excellent ATP-competitive c-MET inhibition, inhibiting the growth, migration and invasion of numerous breast cancer cell lines.3 Also has been shown to inhibit the bacterial enoyl-acyl carrier protein reductase (Fabl) with IC50s in the 33-40 mM range.4
• Uses: Meleagrin is an alkaloid with antitumor and antibiotic activity, isolated from a number of species of Penicillium. Meleagrin is a common taxonomic marker for fungal contamination of foodstuffs. Despite its wide detection in the environment, the mode of action and bioprofile has not been extensively reported. Note that meleagrin, the fungal metabolite, should not be confused with the low molecular weight protein, also meleagrin. Meleagrin is a is an antibiotic derived from the deep ocean and is identified as an inhibitor of the bacterial enoyl-acyl carrier protein reductase. (Fabl). Inhibits the growth of S. aureus, E.coli, and S.pneumoniae

Technology Process of MELEAGRIN

There total 2 articles about MELEAGRIN which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

neoxaline (71812-10-7) → 8,9-dehydroneoxaline (71751-77-4,76386-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 12 mg / dimethylsulfoxide / 20 h / Ambient temperature

2: 9 mg / 10percent KOH / methanol / 4 h / Ambient temperature

With potassium hydroxide; In methanol; dimethyl sulfoxide;

Reference yield:

8,9-dehydroneoxaline O-acetate (76386-52-2,90024-67-2) → 8,9-dehydroneoxaline (71751-77-4,76386-51-1)

Guidance literature:

With potassium hydroxide; In methanol; for 4h; Ambient temperature;

upstream raw materials:

8,9-dehydroneoxaline O-acetate

neoxaline