SEARCH · Search PubMed
Search indexed PubMed citations on genomics, clinical trials, systematic reviews and public health. Explore titles, authors and supplied subject terms, then open the PubMed record.
Quote a phrase for an exact phrase match. Source license links do not imply unrestricted reuse.
[5-(4-Pyrrol-1-yl-benzoyl)-1H-pyrrol-2-yl)]-acetic acid was synthesized in a Vilsmeier-Haack process and by other methods. The compound was found to inhibit the enzyme aldose reductase as well as the glycation process of proteins and could therefore be useful for the treatment of various pathological conditions.
Pyrrole was converted to pyrrole-2-carboxylate in supercritical CO2 using cells of Bacillus megaterium PYR 2910, and the yield of the carboxylation reaction in supercritical CO2 was 12 times higher than that under atmospheric pressure.
Oxidative coupling of a tetraalkylbipyrrole under FeIII-mediated coupling conditions in the presence of HCl results in a mixture of cyclo[6]- and cyclo[7]pyrroles, as well as the known cyclo[8]pyrrole. This "matched set" of heteroannulenes was analyzed by spectroscopic, electrochemical, and X-ray diffraction methods.
[reaction: see text] The effectiveness of simple sulfinyl and sulfonyl groups as electron-withdrawing protecting groups for pyrroles has been analyzed using (13)C NMR spectroscopy and confirmed by consideration of X-ray crystal structures. Additionally, the 2,4-dinitrobenzenesulfinyl and sulfonyl groups are shown to be effective electron-withdrawing protecting groups for pyrroles, and they can be removed by treatment with benzene thiol or thiolate under mild and specific conditions.
[see structure]. A novel aromatic isomer of 5,10,15,20-tetra(p-tolyl)-21,23-dithiaporphyrin (S2TTP) with an inverted pyrrole ring, 5,10,15,20-tetra(p-tolyl)-2-aza-21-carba-22,24-dithiaporphyrin (S2CTTP), and 5,10,15,20-tetra(p-tolyl)-25,27-dithiasapphyrin (25,27-S2TTSH), have been obtained by a condensation of 2,5-bis((p-tolyl)hydroxymethyl)thiophene and pyrrole. A conformational equilibrium, unique in a sapphyrin class, between two S(27)-thiophene-flipped and planar structures of neutral 25,27-S2TTSH was detected by 1H NMR.
The title compound, C(21)H(37)NO(2), is a new amphiphilic pyrrole with a long hydrocarbon chain, which will be used as a precursor for the synthesis of Langmuir-Blodgett films of porphyrins. Molecules related by an inversion centre are joined head-to-head into dimers by strong N-H.O hydrogen bonds. The dimers pack in the structure with their carbon chains parallel to one another, thereby forming alternating layers of carbon chains and pyrrole heads. The structure is further stabilized by two weak C-H.pi intermolecular interactions, thereby saturating the hydrogen-bonding capability of the aromatic pi-electron clouds.
Following the recent disclosure of 3-methyl pyrrole-2,4-dicarboxylic acid 2-propyl ester 4-(1,2,2-trimethyl-propyl) ester as a potent and selective mGluR1 non-competitive antagonist, the use of a doubly (13)C-labeled analogue to identify, and consequently prevent, metabolically labile positions is reported.
Following the disclosure of 3,5-dimethyl pyrrole-2,4-dicarboxylic acid 2-propyl ester 4-(1,2,2-trimethyl-propyl) ester [3,5-dimethyl PPP] as a potent and selective mGluR1 non-competitive antagonist, we report here further in vivo characterization of this important tool and disclose the investigation of the C-5 position, which led to very potent compounds.
Various new derivatives and structural analogues of N-(1-ethyl-2-pyrrolidinylmethyl)-4,5-dihydro-1H-benzo[g]indole-3-carboxamide (2a), a representative term of a series of 2-aminomethylpyrrolidinyl derived 4,5-dihydrobenzo[g]indolcarboxamides with good D(2)-like affinity, were synthesized and evaluated for their ability to bind to dopamine D(2)-like receptors in vitro. The structural contribution to D(2)-like receptor binding of the 4,5-dihydrobenzo[g]indole portion of the molecule was examined. From these studies, compound 2k, 2-chloro-N-(1-ethyl-2-pyrrolidinylmethyl)-5,6-dihydro-4H-benzo[6,7]cyclohepta[b]pyrrole-3-carboxamide, was found to possess a potent affinity for D(2)-like receptors. Behavioural tests in rats have shown that this compound reduces the hyperactivity induced by amphetamine, a property shared by all antipsychotic drugs, at a dose which failed to induce catalepsy, an effect which is predictive of extrapyramidal side effects in humans. The other compounds demonstrated moderate (2c, 2h, and 2j) or no affinity for D(2)-like receptors.
In the course of our studies on retinoic acid receptor (RAR) agonists, we have designed and synthesized a series of benzofuran and benzothiophene derivatives. Some of these compounds (1a,b,e,f,j) markedly inhibited LPS-induced B-lymphocyte proliferation and exerted RARalpha selectivity. One of them, 4-[5-(4,7-dimethylbenzofuran-2-yl)pyrrol-2-yl]benzoic acid (1b), when orally administered significantly inhibited mouse antibody production and delayed type hypersensitivity (DTH) responses from a dose of 0.1 mg/kg.
The seven-stage synthesis of a pyrrole analogue of chloramphenicol (VII) was described. The compound exhibits a significant antibacterial activity.
The synthesis of some [(1-alkyl),(1-aryl) and (1-benzyl)-5-aryl-3-carboxamido-2-methyl]pyrrole derivatives is reported. Their activity against Candida strains has been assessed and the structure-activity relationships for these compounds are discussed.
A new series of pyrrole derivatives obtained by heterocyclization of N1-aryliden-3-ethoxycarbonyl (or cyano) acetamidrazones with alpha-bromoketones was described. The in vitro microbiological investigation showed that none of the 2-arylidenhydrazinopyrrole derivatives presented any noteworthy activity.
A series of 2-(2'-acylhydrazino)-3-ethoxycarbonyl-3-aryl (or alkyl)-pyrrole derivatives was synthesized and submitted to in vitro microbiological screening. Most derivatives showed considerable antibacterial and antifungal activities.
The synthesis of 3-ethoxycarbonyl-5-aryl-pyrrole derivatives with an arylpiperazine group in position 2 is described. The in vitro biological investigation showed that compound (XVIII) had considerable antibacterial activity against gram-positive microorganisms and antifungal activity against Candida rugosa, while the other compounds did not show any significative activity.
meso-hexamethyl-meso-hexaphenyl calix[6]pyrrole assembles into well-defined dimeric capsules in the crystalline state; the preorganized capsule serves as an efficient host for different organic guests as well as for solvent molecules.
Explore the source record for details and available documents.
Explore the source record for details and available documents.