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Chemical Structure
Chemical Structure
Chemical Structure

Meleagrin [71751-77-4]

Research Use Only
AG-CN2-0451
AdipoGen Life Sciences
CAS Number71751-77-4
Product group Chemicals
Estimated Purity>90% (HPLC)
Molecular Weight433.5
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Meleagrin [71751-77-4]
  • Delivery Days Customer
    10
  • CAS Number
    71751-77-4
  • Certification
    Research Use Only
  • Estimated Purity
    >90% (HPLC)
  • Hazard Information
    Non-hazardous
  • Molecular Formula
    C23H23N5O4
  • Molecular Weight
    433.5
  • Scientific Description
    Chemical. CAS: 71751-77-4. Formula: C23H23N5O4. MW: 433.5. Isolated from Penicillium sp. Mycotoxin. Alkaloid antibiotic. Bacterial enoyl-acyl carrier protein reductase (FabI) inhibitor. Antineoplastic activity. Moderate cytotoxicity against A-549 and HL-60 cell lines. Induces cell cycle arrest through G2/M phase, presumably by inhibiting tubulin polymerization. Antifouling agent against the barnacle Balanus amphitrite. - Mycotoxin. Alkaloid antibiotic. Bacterial enoyl-acyl carrier protein reductase (FabI) inhibitor. Antineoplastic activity. Moderate cytotoxicity against A-549 and HL-60 cell lines. Induces cell cycle arrest through G2/M phase, presumably by inhibiting tubulin polymerization. Antifouling agent against the barnacle Balanus amphitrite.
  • SMILES
    CON1C2=C(C=CC=C2)[C@@]2(C=C(O)C(=O)N3C(=CC4=CN=CN4)C(=O)N[C@@]123)C(C)(C)C=C
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

References

  • Studies on fungal products. VII. The structures of meleagrin and 9-O-p-bromobenzoylmeleagrin: K. Kawai, et al.; Chem. Pharm. Bull. 32, 94 (1984)
  • Study of the alkaloid composition of the food-infecting penicilles: T.A. Reshetilova, et al.; Food Addit. Contam. 12, 461 (1995)
  • Production of mycotoxins on artificially and naturally infested building materials: K.F. Nielsen, et al.; Mycopathologia 145, 43 (1999)
  • Alkaloids from a deep ocean sediment-derived fungus Penicillium sp. and their antitumor activities: L. Du, et al.; J. Antibiot. 63, 165 (2010)
  • iTRAQ-based proteomic profiling of the barnacle Balanus amphitrite in response to the antifouling compound meleagrin: Z. Han, et al.; J. Proteome Res. 12, 2090 (2013)
  • Meleagrin, a new FabI inhibitor from Penicillium chryosogenum with at least one additional mode of action: C.J. Zheng, et al.; PLoS One 8, e78922 (2013)