1305334-97-7

Upstream product

• 252932-48-2 3-amino-2-ethoxycarbonylpyrrole 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 579-75-9 2-Methoxybenzoic acid 
• 1305334-94-4 1'H-[1,3'-bipyrrol]-2'-yl(2-methoxyphenyl)methanone 
• 1305334-93-3 ethyl 1'H-1,3'-bipyrrole-2'-carboxylate 
• 1227869-61-5 (4,4′,5,5′-tetrachloro-1′H-[1,3′-bipyrrole]-2,2′-diyl)bis((2-methoxyphenyl)methanone) 
• 1227869-59-1 1'H-1,3'-bipyrrole-2,2'-diylbis[(2-methoxyphenyl)methanone] 
• 108-24-7 acetic anhydride 
• 1010732-14-5 [4,5-dichloro-1-[4,5-dichloro-2-(2-hydroxybenzoyl)-1H-pyrrol-3-yl]pyrrol-2-yl]-(2-hydroxyphenyl)methanone 

Relevant academic research and scientific papers

MCL-1 MODULATING COMPOSITIONS

The present invention relates to marinopyrrole A derivatives and pyoluteorin derivatives and methods of treatment of disorders associated with misregulation of Mcl-l, e.g., leukemia, lymphoma, multiple myeloma, melanoma, or pancreatic cancer. We describe exemplary compounds, which may be contained in pharmaceutical compositions, and their use as therapeutic agents either alone or in combination with other anti-cancer treatments, e.g., anti-Bcl- 2 agents.

Total synthesis and biological evaluation of marinopyrrole A and analogs

A five-step total synthesis of the antibiotic marinopyrrole A (1) is described. The developed synthetic technology enabled the synthesis of several marinopyrrole A analogs whose antibacterial properties against methicillin-resistant Staphylococcus aureus TCH1516 were evaluated.

Structures, reactivities, and antibiotic properties of the marinopyrroles A-F

Cultivation of actinomycete strain CNQ-418, retrieved from a deep ocean sediment sample off the coast of La Jolla, CA, has provided marinopyrroles A-F. Sharing just 98% 16S rRNA gene sequence identity with S. sannurensis, the strain likely represents a new Streptomyces species. The metabolites contain an unusual 1,3′-bipyrrole core decorated with several chlorine and bromine substituents and possess marked antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA). The congested N,C-biaryl bond establishes an axis of chirality that, for marinopyrroles A-E, is configurationally stable at room temperature. Moreover, the natural products are fashioned strictly in the M-configuration. The Paal-Knorr condensation was adapted for the synthesis of the 1,3′-bipyrrole core. Halogenation of this material with N-bromosuccinimide cleanly furnished the 4,4′,5,5′- tetrahalogenated core that characterizes this class of marine-derived metabolites.

Marinopyrrole A target elucidation by acyl dye transfer

(Figure Presented) The targeting of marinopyrrole A to actin was identified using a fluorescent dye transfer strategy. The process began by appending a carboxylic acid terminal tag to a phenol in the natural product. The resulting probe was then studied i