Marinopyrrole A
- Product Name
- Marinopyrrole A
- CAS No.
- 1227962-62-0
- Chemical Name
- Marinopyrrole A
- Synonyms
- )-MARINOPYRROLE A;Marinopyrrole A(Maritoclax);Maritoclax, (±)-Marinopyrrole A;(+/-)-Marinopyrrole A >=95% (HPLC);Inhibitor,Maritoclax,Bcl-2 Family,inhibit;(4,4',5,5'-Tetrachloro-1'H-[1,3'-bipyrrole]-2,2'-diyl)bis((2-hydroxyphenyl)methanone);(4,4',5,5'-Tetrachloro-1'H-[1,3'-bipyrrole]-2,2'-diyl)bis((2-hydroxyphenyl)methanone);1,1'-(4,4',5,5'-Tetrachloro[1,3'-bi-1H-pyrrole]-2,2'-diyl)bis[1-(2-hydroxyphenyl)methanone];Methanone, 1,1'-(4,4',5,5'-tetrachloro[1,3'-bi-1H-pyrrole]-2,2'-diyl)bis[1-(2-hydroxyphenyl)-
- CBNumber
- CB92677047
- Molecular Formula
- C22H12Cl4N2O4
- Formula Weight
- 510.15
- MOL File
- 1227962-62-0.mol
Marinopyrrole A Property
- Melting point:
- 205-207℃
- Boiling point:
- 732.4±60.0 °C(Predicted)
- Density
- 1.62±0.1 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- Soluble in DMSO
- form
- A solid
- pka
- 6.87±0.30(Predicted)
- color
- Light yellow to yellow
N-Bromosuccinimide Price
- Product number
- T291055
- Product name
- 1,1''-(4,4'',5,5''-Tetrachloro[1,3''-bi-1H-pyrrole]-2,2''-diyl)bis[1-(2-hydroxyphenyl)methanone]
- Packaging
- 50mg
- Price
- $760
- Updated
- 2021/12/16
- Product number
- B1080
- Product name
- MarinopyrroleA
- Packaging
- 50mg
- Price
- $929
- Updated
- 2021/12/16
- Product number
- B1080
- Product name
- MarinopyrroleA
- Packaging
- 2mg
- Price
- $95
- Updated
- 2021/12/16
- Product number
- B1080
- Product name
- MarinopyrroleA
- Packaging
- 5mg
- Price
- $150
- Updated
- 2021/12/16
- Product number
- B1080
- Product name
- MarinopyrroleA
- Packaging
- 10mg
- Price
- $268
- Updated
- 2021/12/16
Marinopyrrole A Chemical Properties,Usage,Production
Uses
1,1''-(4,4'',5,5''-Tetrachloro[1,3''-bi-1H-pyrrole]-2,2''-diyl)bis[1-(2-hydroxyphenyl)methanone] is a marine anticancer compound. Also, it possesses anti-bacterial properties against methicillin-resistant Staphylococcus aureus.
Definition
ChEBI: (-)-marinopyrrole A is a member of the class of pyrroles that is 1'H-1,3'-bipyrrole substituted by four chloro groups at positions 4, 4', 5 and 5' and two 2-hydroxybenzoyl moieties at positions 2 and 2'. It is isolated from Streptomyces sp.CNQ-418 and exhibits cytotoxic and antibacterial activities. It has a role as an antimicrobial agent, an antibacterial agent, an antineoplastic agent, a marine metabolite and a bacterial metabolite. It is a member of pyrroles, an organochlorine compound, a member of phenols and an aromatic ketone.
Biological Activity
marinopyrrole a is a selective inhibitor of mcl-1 with ic50 value of 10.1μm [1].marinopyrrole a is a natural product froma species of marine-derived streptomycetes and is reported to be an antagonist of mcl-1. mcl-1 is a member of the anti-apoptotic bcl-2 family, which is a well-validated drug target for cancer treatment. nmr titration experiments show that marinopyrrole a can directly interact with mcl-1. it can prevent bim-bh3 peptides from binding to mcl-1 but not bcl-xl. the cell based assay shows a high selectivity of marinopyrrole a. treatment with marinopyrrole a inhibit the viability of k562 cells transfected with mcl-1 gene with ec50 value of 1.6μm. the selectivity is more than 40-fold greater over the cells transfected with bcl-xl gene. moreover, marinopyrrole a can decreases mcl-1 expression by increasing the cleavage of caspase-3 and parp. marinopyrrole a is also reported to completely restore the sensitivity of multidrug resistant leukemia cells to abt-737 [1].
References
[1] doi k, li r, sung ss, 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, 287(13): 10224-35.
Marinopyrrole A Preparation Products And Raw materials
Raw materials
Preparation Products
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