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Investigations regarding the utility of prodigiosenes to treat leukemia

Prodigiosenes, possessing a 4-methoxypyrrolyldipyrrin skeleton, are known for their anti-cancer activity. Structural modification of the C-ring resulted in a series of prodigiosenes that displayed promising activity against leukemia cell lines during in vitro analysis against the NCI 60 cancer cell line panel. Further in vivo studies of these compounds using the zebrafish model showed persistence of anti-leukemia properties in human K562 chronic myelogenous leukemia cells. The Royal Society of Chemistry.

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Direct-type vinylogous Mukaiyama-Michael addition reactions involving pyrrolinone donors

The direct Mukaiyama-Michael addition of vinylogous tetramate donors to a number of different Michael acceptors has been easily executed, by employing the TMSOTf/Et3N mixture as soft Lewis acid/base promoter agent. Richly functionalized, highly manipulable gamma-substituted pyrrolinone products were practically synthesized in acceptable to excellent yields, and with diastereoselectivities heavily relying upon the substituent at the nitrogen atom of the pyrrolinone donor.

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Backbone-Modified Bisdiazaphospholanes for Regioselective Rhodium-Catalyzed Hydroformylation of Alkenes

A series of tetraaryl bisdiazaphospholane (BDP) ligands were prepared varying the phosphine bridge, backbone, and substituents in the 2- and 5-positions of the diazaphospholane ring. The parent acylhydrazine backbone was transformed to an alkylhydrazine via a borane reduction procedure. These reduced ligands contained an all sp3 hybridized ring mimicking the all sp3 phospholane of (R,R)-Ph-BPE, a highly selective ligand in asymmetric hydroformylation. The reduced bisdiazaphospholane (red-BDP) ligands were shown crystallographically to have an increased C-N-N-C torsion angle – this puckering resembles the structure of (R,R)-Ph-BPE and has a dramatic influence on regioselectivity in rhodium catalyzed hydroformylation. The red-BDPs demonstrated up to a 5-fold increase in selectivity for the branched aldehyde compared to the acylhydrazine parent ligands. This work demonstrates a facile procedure for increased branched selectivity from the highly active and accessible class of BDP ligands in hydroformylation.

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Pyrroline – Wikipedia,
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The important role of 1-(2-Hydroxyethyl)-1H-pyrrole-2,5-dione

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N – based on pharmaceutical intermediates substituted maleic imide compound and its preparation and antibacterial activity study (by machine translation)

The invention discloses a formula (I) indicated by the N – substituted maleic imide compound and its preparation method and in inhibiting galenical or Sclerotinia sclerotiorum in the application. The preparation method is formula (II) is shown in the anhydride, organic amine as the raw material, is dissolved in the solvent in acetone, magnetic stirring, at room temperature the reaction is complete, the solvent is removed by rotary evaporation and acetone, and then adding toluene as solvent, in the stabilizer and under the action of a dehydrating agent, by the amidation reaction and dehydration ring-closing reaction, after the reaction, the reaction liquid separation and purification […] (I) indicated by the N – substituted maleic imide compound; the organic amine as chlorine animal pen amine, ethanolamine, propanolamine, amino phenol or (R)- (+) – 1 – (4 – methoxybenzene) ethylamine; the stabilizer is hydroquinone and anhydrous sodium acetate; the degassing agent is triethylamine. Preparation method of this invention simple, convenient operation; of the rice sheath blight with Sclerotinia have good effect. (by machine translation)

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Pyrroline – Wikipedia,
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Brief introduction of 1585-90-6

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ANTIBODY CONJUGATES COMPRISING TOLL-LIKE RECEPTOR AGONIST AND COMBINATION THERAPIES

Provided herein are antibody conjugates comprising toll-like receptor agonists and the use of such conjugates for the treatment of cancer. In some embodiments, the conjugates comprise anti-HER2 antibodies. In some embodiments, the conjugates are used in combination with a second therapeutic agent.

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New explortion of 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid

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Systems chemistry: Kinetic and computational analysis of a nearly exponential organic replicator

Combining kinetic, structural, and computational studies on complex dynamic feedback systems may lead to the field of “systems chemistry”. The approach is exemplified by the analysis of a simple organic self-replicating system that has the potential to express both homochiral autocatalysis and heterochiral cross-catalysis (see picture). (Figure Presented)

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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PyrrolylBODIPYs: Syntheses, Properties, and Application as Environment-Sensitive Fluorescence Probes

Four pyrrole B-ring-functionalized pyrrolylBODIPYs and their B-ring unsubstituted analogues were synthesized from easily accessible starting 5-halo-2-formylpyrroles and were characterized by nuclear magnetic resonance, high-resolution mass spectrometry, X-ray analysis, and optical/electronic properties. In great contrast to the substitution(s) at the other two pyrrolic units, electron-donating substituent(s) at pyrrole B-ring bring significant blue shift of the absorption and emission bands. Cyclic voltammetry and density functional theory calculations indicate that this blue shift may be attributed to the increased highest occupied molecular orbital and the lowest unoccupied molecular orbital energy levels and the overall increase in the energy band gaps. These pyrrolylBODIPYs generally show intense absorption (centered at 570-624 nm) and fluorescence emission (582-654 nm) in nonpolar solvents. A gradual decrease in the fluorescence intensity was observed for these dyes with the increase in solvent dipolar moment, which combines with the red to far-red absorption/emission, rendering these pyrrolylBODIPYs potential applications as environment-sensitive fluorescence probes as demonstrated in this work for bovine serum albumin.

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Pyrroline – Wikipedia,
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Potent and selective PKC inhibitory 5-membered ring analogs of balanol with replacement of the carboxamide moiety

Balanol ((-)-1) is a potent protein kinase inhibitory natural product isolated from the fungus Verticillium balanoides. The lack of cellular activity and protein kinase C selectivity in balanol has prompted a search for analogs that incorporate these properties. This paper describes the synthesis and biological activity of such compounds with substitution similar to balanol, but with a single atom bridge in place of the carboxamide moiety.

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Extracurricular laboratory:new discovery of 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid

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Optical Control of Dopamine Receptors Using a Photoswitchable Tethered Inverse Agonist

Family A G protein-coupled receptors (GPCRs) control diverse biological processes and are of great clinical relevance. Their archetype rhodopsin becomes naturally light sensitive by binding covalently to the photoswitchable tethered ligand (PTL) retinal. Other GPCRs, however, neither bind covalently to ligands nor are light sensitive. We sought to impart the logic of rhodopsin to light-insensitive Family A GPCRs in order to enable their remote control in a receptor-specific, cell-type-specific, and spatiotemporally precise manner. Dopamine receptors (DARs) are of particular interest for their roles in motor coordination, appetitive, and aversive behavior, as well as neuropsychiatric disorders such as Parkinson’s disease, schizophrenia, mood disorders, and addiction. Using an azobenzene derivative of the well-known DAR ligand 2-(N-phenethyl-N-propyl)amino-5-hydroxytetralin (PPHT), we were able to rapidly, reversibly, and selectively block dopamine D1 and D2 receptors (D1R and D2R) when the PTL was conjugated to an engineered cysteine near the dopamine binding site. Depending on the site of tethering, the ligand behaved as either a photoswitchable tethered neutral antagonist or inverse agonist. Our results indicate that DARs can be chemically engineered for selective remote control by light and provide a template for precision control of Family A GPCRs.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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alpha-Pyrrolyl dipyrrins as suitable ligands for coordination chemistry

alpha-Pyrrole substituted dipyrrins (alpha-pyrrolyl dipyrrins) which belong to the family of natural products known as prodigiosins possess potent immunosuppressive, antimicrobial, antimalarial and cytotoxic properties. These tripyrrolic prodigiosin types of systems have attracted attention as versatile ligands for boron and for metals to form complexes which possess interesting properties and biological activity. The pyrrolyl dipyrrin is dianionic and can act as either bidentate or tridentate ligand to form complexes. In this review, we described rational routes to prepare alpha-pyrrolyl dipyrrin ligands and their use in the formation of metal and BF2-complexes. The alpha-pyrrolyl dipyrrins bound to metals either via two dipyrromethene pyrrole nitrogens or using all three pyrrolic nitrogens depending on the type of metal ion. However, the pyrrolyl dipyrrins act as bidentate ligands to form highly fluorescent BF2-complexes of pyrrolyl dipyrrins (3-pyrrolyl BODIPYs). The appended pyrrole ring in 3-pyrrolyl BODIPYs was functionalized with a wide range of functional groups and the functionalized 3-pyrrolyl BODIPYs were subsequently used to construct several novel 3-pyrrolyl BODIPY based fluorescent systems and conjugates. The structural, spectral and electrochemical properties of a variety of 3-pyrrolyl BODIPY based fluorescent systems and their conjugates are discussed in this review.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem