150206-14-7

Basic information

• Product Name: RUMBRIN
• Synonyms: RUMBRIN;(Z,E,E,E)-6-(8-(3-CHLORO-1H-PYRROL-2-YL)-1-METHYL-1,3,5,7-OCTATETRAENYL)-4-METHOXY-3-METHYL-2H-PYRAN-2-ONE;2H-Pyran-2-one, 6-(8-(3-chloro-1H-pyrrol-2-yl)-1-methyl-1,3,5,7-octatetraenyl)-4-methoxy-3-methyl-, (Z,E,E,E)-;6-(8-(3-Chloro-1H-pyrrol-2-yl)-1-methyl-1,3,5,7-octatetraenyl)-4-methoxy-3-methyl-2H-pyran-2-one
• CAS NO: 150206-14-7
• Molecular Formula: C20H20ClNO3
• Molecular Weight: 357.83
• Mol File: 150206-14-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: RUMBRIN(CAS DataBase Reference)
• NIST Chemistry Reference: RUMBRIN(150206-14-7)
• EPA Substance Registry System: RUMBRIN(150206-14-7)

Safety Data

• Hazardous Substances Data: 150206-14-7(Hazardous Substances Data)

Upstream product

• 140866-24-6 6-acetyl-4-methoxy-3-methyl-2H-pyran-2-one 
• 34818-18-3 4-methoxy-3,6-dimethyl-2H-pyran-2-one 
• 5192-62-1 HDMPO 
• 921603-52-3 4-methoxy-3-methyl-6-((2E,4E,6E)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hepta-2,4,6-trien-2-yl)-2H-pyran-2-one 
• 1255528-89-2 (E)-6-(1-bromoprop-1-en-2-yl)-4-methoxy-3-methyl-2H-pyran-2-one 
• 1255528-82-5 6-(1,1-dibromoprop-1-en-2-yl)-4-methoxy-3-methyl-2H-pyran-2-one 
• 1263054-71-2 6-(1-hydroxyethyl)-4-methoxy-3-methyl-2H-pyran-2-one 
• 921603-47-6 4-methoxy-5-methyl-6-oxo-6H-pyran-2-carbaldehyde 

Relevant articles and documents

Synthesis and biological evaluation of polyenylpyrrole derivatives as anticancer agents acting through caspases-dependent apoptosis

A class of polyenylpyrroles and their analogues were designed from a hit compound identified in a fungus. The compounds synthesized were evaluated for their cell cytotoxicity against human non-small-cell lung carcinoma cell lines A549. Two compounds were found to exhibit high cytotoxicity against A549 cells with IC50 of 0.6 and 0.01 μM, respectively. The underlying mechanisms for the anticancer activity were demonstrated as caspases activation dependent apoptosis induction through loss of mitochondrial membrane potential, release of cytochrome c, increase in B-cell lymphoma-2-associated X protein (Bax) level, and decrease in B-cell lymphoma-2 (Bcl-2) level. The two compounds were nontoxic to normal human lung Beas-2b cells (IC50 > 80 μM), indicating that they are highly selective in their cytotoxicity activities. Furthermore, one compound showed in vivo anticancer activity in human-lung-cancer-cell-bearing mice. These results open promising insights on how these conjugated polyenes mediate cytotoxicity and may provide a molecular rationale for future therapeutic interventions in carcinogenesis.