Marinopyrrole A

• CAT Number: I000883
• CAS Number: 1227962-62-0
• Molecular Formula: C22H12Cl4N2O4
• Molecular Weight: 510.15
• Purity: ≥95%
• Target: Bcl-2 Family
• Solubility: 10 mM in DMSO
• Storage: Store at -20C
• IC50: 10.1 uM [1]
• IUPAC Name: [4,5-dichloro-1-[4,5-dichloro-2-(2-hydroxybenzoyl)-1H-pyrrol-3-yl]pyrrol-2-yl]-(2-hydroxyphenyl)methanone
• InChI: 1S/C22H12Cl4N2O4/c23-12-9-13(19(31)10-5-1-3-7-14(10)29)28(22(12)26)18-16(24)21(25)27-17(18)20(32)11-6-2-4-8-15(11)30/h1-9,27,29-30H
• InChIKey: QYPJBTMRYKRTFG-UHFFFAOYSA-N
• SMILES: C1=CC=C(C(=C1)C(=O)C2=CC(=C(N2C3=C(NC(=C3Cl)Cl)C(=O)C4=CC=CC=C4O)Cl)Cl)O

Marinopyrrole A(CAT: I000883), also known as Maritoclax, is a specific inhibitor of Mcl-1, a member of the Bcl-2 family of proteins. It exhibits an IC50 value of 10.1 μM and over 8-fold selectivity for Mcl-1 compared to Bcl-xl. In vitro, studies have demonstrated that maritoclax effectively inhibits the viability of Mcl-1-dependent cells with selectivity for Mcl-1 over other Bcl-2 family members. It induces caspase-3 activation and reduces Mcl-1 protein levels, leading to cell death. Marinopyrrole A exhibits potent bactericidal activity against MRSA strains with a favorable resistance profile. Further, in vivo, studies are required to evaluate its efficacy and safety for therapeutic applications.

Reference

[1]. Doi K, et al. Discovery of marinopyrrole A (maritoclax) as a selective Mcl-1 antagonist that overcomes ABT-737 resistance by binding to and targeting Mcl-1 for proteasomal degradation. J Biol Chem. 2012 Mar 23;287(13):10224-35.
[2]. Haste NM, et al. Pharmacological properties of the marine natural product marinopyrrole A against methicillin-resistant Staphylococcus aureus. Antimicrob Agents Chemother. 2011 Jul;55(7):3305-12.