87630-35-1Relevant articles and documents
Cationic Polypyrrole Composites with Anionic Functional Molecules
Iyoda, Tomokazu,Aiba, Masaji,Saika, Tetsuyuki,Honda, Kenichi,Shimidzu, Takeo
, p. 1765 - 1770 (1991)
Positively charged pyrroles incorporating the quaternized pyridine moiety, and , have been synthesized.The polymer of MPP (PMPP), cationic polypyrrole obtained by chemical polymerization and electropolymerization of MPP, is soluble in various polar solvents and displays anion-exchange ability.The amount of the incorporated anionic species in PMPP is ca. five times greater than that in polypyrrole because incorporation is through anodic doping and electrostatic binding with the pyridinium moiety.The PMPP composites with anionic metal complexes and anionic polymers provide films either by the casting method or by the dipping method.These films were also obtained by electropolymerization of MPP in the presence of the anionic functional molecules.The resulting composite-modified electrodes show clear electrochromism (EL) for PMPP/FeBPS and bright electrogenerated chemiluminescence (ECL) for PMPP/RuBPS, respectively.Excellent optical properties are achieved by incorporation of a large amount of the anionic functional molecules and therefore by suppression of undesired background absorption of the PMPP matrix.Another cationic polymer of PPP showed high conductivity (10-2 S cm-1) as well as high-density incorporation of anionic functional molecules.
Regioselective syntheses of 2,3,4-tribromopyrrole and 2,3,5-tribromopyrrole
John, Ejae A.,Pollet, Pamela,Gelbaum, Leslie,Kubanek, Julia
, p. 1929 - 1931 (2004)
2,3,4-Tribromopyrrole (1) and 2,3,5-tribromopyrrole (2) were each synthesized from pyrrole. Spectral data and antifeedant effects for synthetic 1 and the antipredatory chemical defense compound of the marine hemichordate Saccoglossus kowalevskii were in agreement, confirming the structure of the deterrent natural product as 1. Spectral data for 2 differed from synthetic and natural 1.
Synthesis, biological evaluation, and docking studies of various β-substituted porphyrin conjugates embedded with N-containing heterocycles
Masaret, Ghada S.
, p. 1836 - 1848 (2021)
A new methodology for the synthesis of some new β-porphyrin heterocyclic compounds containing nitrogen derivatives 10, 12, 13, 15, 17, 19, 21, 22, 25, 27, and 29 was screened for their cytotoxic activities. Both elemental and spectral analyses were used to confirm the structures of new compounds. Compounds 22, 27, and 21 exhibited very strong activity against the HepG2 cell line. Investigation of the binding between porphyrin 22 and the binding site of telomerase was performed by molecular docking.
Electron-transfer processes in 3,4-diferrocenylpyrroles: Insight into a missing piece of the polyferrocenyl-containing pyrroles family
Goetsch, Wil R.,Solntsev, Pavlo V.,Van Stappen, Casey,Purchel, Anatolii A.,Dudkin, Semen V.,Nemykin, Victor N.
, p. 145 - 157 (2014)
3,4-Diiodo-1-(triisopropylsilyl)-1H-pyrrole (1), 3,4-diferrocenyl-1- (triisopropylsilyl)-1H-pyrrole (2), and 3,4-diferrocenyl-1H-pyrrole (3) were prepared and characterized using spectroscopic methods and X-ray crystallography. UV-vis spectra of 2 and 3 were correlated with their density functional theory (DFT)-calculated electronic structures as well as theoretically predicted by the time-dependent (TD) DFT-calculations vertical excitation energies. Redox properties of 2 and 3 were investigated using cyclic voltammetry, differential pulse voltammetry, and spectroelectrochemical approaches. Ferrocene-centered oxidation processes in 2 and 3 were found to be separated by ～180 and ～300 mV in DCM/TBAP and DCM/(NBu 4)[B(C6F5)4] systems, respectively. Stepwise spectroelectrochemical oxidation of 2 and 3 allowed us to obtain spectroscopic signatures of the mixed-valence [2]+ and [3] + cations. Hush analysis of the intervalence charge-transfer band in [2]+ and [3]+ is suggestive of class II (in Robin and Day classification) mixed-valence behavior. Electronic structures of neutral and spin-localized/delocalized single-electron oxidized mixed-valence cations of 2,5-di-, 3,4-di-, and 2,3,4,5-tetraferrocenylpyrroles were investigated by DFT calculations to resolve current uncertainties regarding the first oxidation process of tetraferrocenylpyrrole.
4-Acyl Pyrrole Capped HDAC Inhibitors: A New Scaffold for Hybrid Inhibitors of BET Proteins and Histone Deacetylases as Antileukemia Drug Leads
Ahlert, Heinz,Bhatia, Sanil,Borkhardt, Arndt,Breit, Bernhard,Gunther, Stefan,Hansen, Finn K.,Hugle, Martin,Kraft, Fabian B.,Mishra, Pankaj,Schaker-Hubner, Linda,Schliehe-Diecks, Julian,Scholer, Andrea,Warstat, Robin
, p. 14620 - 14646 (2021/10/20)
Multitarget drugs are an emerging alternative to combination therapies. In three iterative cycles of design, synthesis, and biological evaluation, we developed a novel type of potent hybrid inhibitors of bromodomain, and extra-terminal (BET) proteins and histone deacetylases (HDACs) based on the BET inhibitor XD14 and well-established HDAC inhibitors. The most promising new hybrids, 49 and 61, displayed submicromolar inhibitory activity against HDAC1-3 and 6, and BRD4(1), and possess potent antileukemia activity. 49 induced apoptosis more effectively than the combination of ricolinostat and birabresib (1:1). The most balanced dual inhibitor, 61, induced significantly more apoptosis than the related control compounds 62 (no BRD4(1) affinity) and 63 (no HDAC inhibition) as well as the 1:1 combination of both. Additionally, 61 was well tolerated in an in vivo zebrafish toxicity model. Overall, our data suggest an advantage of dual HDAC/BET inhibitors over the combination of two single targeted compounds.
Pyochelin Biosynthetic Metabolites Bind Iron and Promote Growth in Pseudomonads Demonstrating Siderophore-like Activity
Kaplan, Anna R.,Musaev, Djamaladdin G.,Wuest, William M.
, p. 544 - 551 (2021/03/03)
Pseudomonads employ several strategies to sequester iron vital for their survival including the use of siderophores such as pyoverdine and pyochelin. Similar in structure but significantly less studied are pyochelin biosynthetic byproducts, dihydroaeruginoic acid, aeruginoic acid, aeruginaldehyde (IQS), and aeruginol, along with two other structurally related molecules, aerugine and pyonitrins A-D, which have all been isolated from numerous Pseudomonad extracts. Because of the analogous substructure of these compounds to pyochelin, we hypothesized that they may play a role in iron homeostasis or have a biological effect on other bacterial species. Herein, we discuss the physiochemical evaluation of these molecules and disclose, for the first time, their ability to bind iron and promote growth in Pseudomonads.
