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1

Glinsky-Olivier, Nicolas, та Xavier Guinchard. "Enantioselective Catalytic Methods for the Elaboration of Chiral Tetrahydro-β-carbolines and Related Scaffolds". Synthesis 49, № 12 (2017): 2605–20. http://dx.doi.org/10.1055/s-0036-1589003.

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Tetrahydro-β-carbolines are important synthetic intermediates in the total synthesis of natural products and of compounds exhibiting strong bioactivities. Over the last decades, catalytic methods using chiral catalysts have been described for their synthesis. This review covers catalytic and enantioselective methods to access chiral tetrahydro-β-carbolines and their applications in the elaboration of complex chiral molecules.1 Introduction2 Asymmetric Reduction of Dihydro-β-carbolines2.1 Asymmetric Transfer Hydrogenation Reactions2.2 Asymmetric Hydrogenation Reactions2.3 Biocatalyzed Reduction
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2

Ferretti, Valeria, Paola Gilli та Pier Andrea Borea. "Structural features controlling the binding of β-carbolines to the benzodiazepine receptor". Acta Crystallographica Section B Structural Science 60, № 4 (2004): 481–89. http://dx.doi.org/10.1107/s0108768104013564.

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β-Carbolines are a class of drug which can interact with a high affinity with the benzodiazepine (BDZ) binding site of the GABAA receptor. The present paper, aimed at obtaining a deeper insight into the structure–properties relationships of this class of molecules, reports the crystal structures of four β-carbolines: ZK93423 (3-carboethoxy-4-methoxymethyl-6-benzyloxy-β-carboline), ZK91296 (3-carboethoxy-4-methoxymethyl-5-benzyloxy-β-carboline), FG7142 (N-methyl-3-carbamoyl-β-carboline) and the low-affinity ligand harmine hydrochloride (1-methyl-7-methoxy-β-carboline). This set of structural da
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3

Ribeiro, João L. P., Joana B. Loureiro, Susana M. M. Lopes, Lucília Saraiva та Teresa M. V. D. Pinho e Melo. "3-(1,2,3-Triazol-4-yl)-β-Carbolines and 3-(1H-Tetrazol-5-yl)-β-Carbolines: Synthesis and Evaluation as Anticancer Agents". Pharmaceuticals 15, № 12 (2022): 1510. http://dx.doi.org/10.3390/ph15121510.

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Herein, the synthesis and anticancer activity evaluation of a series of novel β-carbolines is reported. The reactivity of nitrosoalkenes towards indole was explored for the synthesis of novel tryptophan analogs where the carboxylic acid was replaced by a triazole moiety. This tryptamine was used in the synthesis of 3-(1,2,3-triazol-4-yl)-β-carbolines via Pictet–Spengler condensation followed by an oxidative step. A library of compounds, including the novel 3-(1,2,3-triazol-4-yl)-β-carbolines as well as methyl β-carboline-3-carboxylate and 3-tetrazolyl-β-carboline derivatives, was evaluated for
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4

Cai, Rui, Li Zhu, Pengfei Wang та Yu Zhao. "Bimetallic Catalyzed N-arylation Used in Synthesis of Novel β-carbolines Derivatives". Letters in Drug Design & Discovery 17, № 5 (2020): 520–25. http://dx.doi.org/10.2174/1570180815666181025124615.

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Background: Natural occurring β-Carbolines alkaloids are abundant in the plant kingdom or other organisms, and they were found to possess good antitumor activity through multiple mechanisms. Based on previous summarized SARs of β-carboline derivatives, the modification on pyridine ring would have a great impact on their antitumor activities. Therefore, we plan to synthesized arylated β-carboline-3-amides to find more valuable β-Carbolines derivatives. Methods: A novel bimetallic Pd(OAc)2/AgOAc catalyst system was developed for the amidation of aryl iodides under acid condition. A series of N-a
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5

Berlin, J., I. N. Kuzovkina, C. Rügenhagen, L. Fecker, U. Commandeur, and V. Wray. "Hairy Root Cultures of Peganum harmala II. Characterization of Cell Lines and Effect of Culture Conditions on the Accumulation of ß-Carboline Alkaloids and Serotonin." Zeitschrift für Naturforschung C 47, no. 3-4 (1992): 222–30. http://dx.doi.org/10.1515/znc-1992-3-410.

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Abstract Hairy root cultures of Peganum harmala established by genetic transformation with Agrobacterium rhizogenes wild type strains A4, 15834 or carrying the binary vector pLTCgus 1, respectively, were analyzed with respect to their tryptophan-derived metabolites. Beside the previously detected β-carboline alkaloids harmine, harmol, harmaline and harmalol all hairy root cultures were found to contain the β-carboline glucoside ruine and serotonin. The appearance of the root cultures and the levels of β-carboline alkaloids were greatly affected by the nitrogen source of the medium. In the pres
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6

Shi, Lili, Ziyu Cui та Wei Liu. "Effect of Chemical Refining on the Reduction of β-Carboline Content in Sesame Seed Oil". Molecules 28, № 11 (2023): 4503. http://dx.doi.org/10.3390/molecules28114503.

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β-carbolines (harman and norharman) are potentially mutagenic and have been reported in some vegetable oils. Sesame seed oil is obtained from roasted sesame seeds. During sesame oil processing, roasting is the key procedure to aroma enhancement, in which β-carbolines are produced. Pressed sesame seed oils cover most market share, while leaching solvents are used to extract oils from the pressed sesame cake to improve the utilization of the raw materials. β-carbolines are nonpolar heterocyclic aromatic amines with good solubility in leaching solvents (n-hexane); therefore, the β-carbolines in s
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7

Paula, Jéssica C., Nilma S. Fernandes, Thaysa K. Karam та ін. "β-carbolines RCC and C5 induce the death of Leishmania amazonensis intracellular amastigotes". Future Microbiology 17, № 2 (2022): 99–110. http://dx.doi.org/10.2217/fmb-2020-0263.

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Background: Cutaneous leishmaniasis is caused by Leishmania spp., and its treatment is limited. The β-carbolines have shown activity against kinetoplastids. Aim: To evaluate the activity and effects of the β-carbolines, N-{2-[(4,6-bis(isopropylamino)-1,3,5-triazin-2-yl)amino]ethyl}-1-(4-methoxyphenyl)-β-carboline-3-carboxamide (RCC) and N-benzyl-1-(4-methoxy)phenyl-9H-beta-carboline-3-carboxamide (C5), against L. amazonensis intracellular amastigotes and to suggest their mechanism of action. Methods: We analyzed the activity and cytotoxicity of β-carbolines and the morphological alterations by
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8

Kamal, Ahmed, Manda Sathish, A. V. G. Prasanthi та ін. "An efficient one-pot decarboxylative aromatization of tetrahydro-β-carbolines by using N-chlorosuccinimide: total synthesis of norharmane, harmane and eudistomins". RSC Advances 5, № 109 (2015): 90121–26. http://dx.doi.org/10.1039/c5ra16221a.

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9

Liu, Wei, Zhaoyu Yang, Lili Shi та Yun Li. "Bioactive β-Carbolines Harman and Norharman in Sesame Seed Oils in China". Molecules 27, № 2 (2022): 402. http://dx.doi.org/10.3390/molecules27020402.

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The β-carbolines in our diet, mainly including harman and norharman, are a group of biologically active, naturally occurring plant-derived alkaloids. Fragrant sesame seed oil is one of the most popular flavor edible oils in China. Considering that sesame seeds are roasted at 200–240 °C during the processing of flavor sesame seed oils, it is meaningful to investigate the levels of β-carboline compounds in various sesame seed oils. In this work, the levels of β-carbolines (harman and norharman) in different types of sesame seed oils in China (e.g., pressed fragrant sesame oil, ground fragrant se
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10

Singh, Manpreet, Avijit Kumar Paul та Virender Singh. "A transition metal-free approach towards the regioselective synthesis of β-carboline tethered pyrroles and 2,3-dihydro-1H-pyrroles". New Journal of Chemistry 44, № 28 (2020): 12370–83. http://dx.doi.org/10.1039/d0nj02315a.

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A transition metal-free one-pot sequential approach has been unfolded for the synthesis of β-carboline tethered pyrroles and 2,3-dihydro-1H-pyrroles by using highly diverse 1-formyl-9H-β-carbolines as a template.
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11

Meruva, Suresh Babu, Akula Raghunadh, Raghavendra Rao Kamaraju, U. K. Syam Kumar та P. K. Dubey. "An oxidative amidation and heterocyclization approach for the synthesis of β-carbolines and dihydroeudistomin Y". Beilstein Journal of Organic Chemistry 10 (25 лютого 2014): 471–80. http://dx.doi.org/10.3762/bjoc.10.45.

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A novel synthetic methodology has been developed for the synthesis of dihydro-β-carboline derivatives employing oxidative amidation–Bischler–Napieralski reaction conditions using tryptamine and 2,2-dibromo-1-phenylethanone as key starting materials. A number of dihydro-β-carboline derivatives have been synthesized in moderate to good yields using this methodology. Attempts were made towards the conversion of these dihydro-β-carbolines to naturally occurring eudistomin alkaloids.
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12

Singh, Dharmender, Vipin Kumar та Virender Singh. "Et3N/DMSO-supported one-pot synthesis of highly fluorescent β-carboline-linked benzothiophenones via sulfur insertion and estimation of the photophysical properties". Beilstein Journal of Organic Chemistry 16 (20 липня 2020): 1740–53. http://dx.doi.org/10.3762/bjoc.16.146.

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A robust transition-metal-free strategy is presented to access novel β-carboline-tethered benzothiophenone derivatives from 1(3)-formyl-β-carbolines using elemental sulfur activated by Et3N/DMSO. This expeditious catalyst-free reaction proceeds through the formation of β-carboline-based 2-nitrochalcones followed by an incorporation of sulfur to generate multifunctional β-carboline-linked benzothiophenones in good to excellent yields. The synthetic strategy could also be extended towards the synthesis of β-carboline-linked benzothiophenes. Moreover, the afforded products emerged as promising fl
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13

Zawirska-Wojtasiak, Renata, Agnieszka Fedoruk-Wyszomirska, Paulina Piechowska та ін. "β-Carbolines in Experiments on Laboratory Animals". International Journal of Molecular Sciences 21, № 15 (2020): 5245. http://dx.doi.org/10.3390/ijms21155245.

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Some studies have ascribed a protective effect against neurodegenerative diseases to the β-carbolines harman (H) and norharman (NH), which occur mostly in coffee and coffee substitutes. We determined the concentrations of β-carbolines and undesirable compounds (such as acrylamide) in roasted coffee substitute ingredients and found that chicory coffee was optimal. Two in vivo experiments were conducted with seventeen-month-old male Sprague Dawley rats fed a diet with the addition of pure carboline standards in the first stage, and chicory in the second. We observed an increase in the level of H
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14

Codding, Penelope W., Aleksander W. Roszak, Maria B. Szkaradzinska, James M. Cook, Timothy J. Hagen, and Michael S. Allen. "Structure – activity relationships in antagonist and inverse agonist ligands for the benzodiazepine receptor." Canadian Journal of Chemistry 73, no. 4 (1995): 499–512. http://dx.doi.org/10.1139/v95-065.

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The X-ray crystal and molecular structures of the three benzodiazepine (BZD) receptor ligands are presented and the electronic character of inverse agonist ligands is probed through molecular orbital calculations. Two of the ligands have a 6-benzylamino substituent: 6-benzylamino-β-carboline-3-carboxylic acid methyl ester, 1, which is a high affinity antagonist with IC50 = 10 nM, and 6-benzylamino-β-carboline, 2, which is a moderate affinity inverse agonist with IC50 = 106 nM. The third compound, 3-ethoxy-β-carboline hydrochloride, 3, displays partial inverse agonist activity with an IC50 of 2
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15

Guzmàn, M. C. Carmona, M. Balôn Almeida, J. Hidalgo Toledo, M. A. Munoz Perez та M. Lopez Poveda. "Sulfonation reactions of (β-carbolines". Canadian Journal of Chemistry 67, № 4 (1989): 720–26. http://dx.doi.org/10.1139/v89-110.

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The homogeneous sulfonations of (β-carboline derivatives norharmane 2, harmane 3, harmine 4, harmol 5, -N,N′-dimethyl-harmane 6, and harmaline 7 have been studied in 80–90% w/w sulfuric acid solutions at 25 °C. Ultraviolet–visible and 13C nuclear magnetic resonance spectra and chemical analysis of the reaction mixtures show that for all the substrates studied only C-6 sulfonated products are obtained. The sulfonation reactions of the benzene unsubstituted substrates 2, 3, and 6 and the partially aromatic substrate 7 proceed by direct electrophilic attack of the H3SO4+ cation on the benzene rin
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16

Rentería-Gómez, Manuel A., Luis E. Cárdenas Galindo та Rocío Gámez-Montaño. "Synthesis of the 2-tetrazolylmethyl-2,3,4,9-tetrahydro-1H-β-carbolines via Ultrasound-Assisted One-Pot Ugi-azide/Pictet–Spengler Process". Proceedings 41, № 1 (2019): 67. http://dx.doi.org/10.3390/ecsoc-23-06515.

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A serie of 2-tetrazolylmethyl-2,3,4,9-tetrahydro-1H-β-carbolines were synthesized via a one pot Ugi-azide/Pictet–Spengler process under mild ultrasound-assisted conditions. The products containing two privileged heterocyclic frameworks: 1,5-disubstituted-1H-tetrazole and tetrahydro-β-carboline, which are present in a variety of bioactive compounds and commercial drugs.
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17

Gu, Hongling, Na Li, Jiangkun Dai, Yaxi Xi, Shijun Wang та Junru Wang. "Synthesis and In Vitro Antitumor Activity of Novel Bivalent β-Carboline-3-carboxylic Acid Derivatives with DNA as a Potential Target". International Journal of Molecular Sciences 19, № 10 (2018): 3179. http://dx.doi.org/10.3390/ijms19103179.

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A series of novel bivalent β-carboline derivatives were designed and synthesized, and in vitro cytotoxicity, cell apoptosis, and DNA-binding affinity were evaluated. The cytotoxic results demonstrated that most bivalent β-carboline derivatives exhibited stronger cytotoxicity than the corresponding monomer against the five selected tumor cell lines (A549, SGC-7901, Hela, SMMC-7721, and MCF-7), indicating that the dimerization at the C3 position could enhance the antitumor activity of β-carbolines. Among the derivatives tested, 4B, 6i, 4D, and 6u displayed considerable cytotoxicity against A549
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18

Devi, Nisha, and Virender Singh. "Morita–Baylis–Hillman reaction of 3-formyl-9H-pyrido[3,4-b]indoles and fluorescence studies of the products." Beilstein Journal of Organic Chemistry 18 (July 26, 2022): 926–34. http://dx.doi.org/10.3762/bjoc.18.92.

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β-Carboline is a privileged class of the alkaloid family and is associated with a broad spectrum of biological properties. 3-Formyl-9H-pyrido[3,4-b]indole is a such potent precursor belonging to this family which can be tailored for installing diversity at various positions of β-carboline to generate unique molecular hybrids of biological importance. The present work is a step towards this and assimilates the results related to the exploration of 3-formyl-9H-β-carbolines for the synthesis of β-carboline C-3 substituted MBH adducts followed by evaluation of their fluorescent characteristic. The
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19

Gonzales, Gustavo F., та Cynthia Gonzales-Castañeda. "The Methyltetrahydro-β-Carbolines in Maca (Lepidium meyenii)". Evidence-Based Complementary and Alternative Medicine 6, № 3 (2009): 315–16. http://dx.doi.org/10.1093/ecam/nen041.

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Maca, a plant native to the Peruvian highlands, contains (1R,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (MTCA). The family of the tetrahydro-β-carbolines has been associated with both biologically helpful and harmful compounds. We present evidence that MTCA is a natural constituent of Maca, and on consumption no toxicity is found. This suggests that, when consumed as multi-component, MTCA may loose its adversity as drug action.
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20

Bracher, F., та J. Daab. "β-Carboline Alkaloids, Part 8.1Regioselective Homolytic Acetylation of β-Carbolines". Synthetic Communications 25, № 10 (1995): 1557–62. http://dx.doi.org/10.1080/00397919508011768.

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21

Tsuchiya, H., M. Sato, H. Hayashi, H. Kato, H. Kureshiro та T. Hayashi. "Simultaneous determination of tetrahydro-β-carbolines and β-carbolines". Chromatographia 43, № 7-8 (1996): 419–25. http://dx.doi.org/10.1007/bf02271022.

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22

Zulkifli, Siti Zafirah, Nur Ain Nabilah Asha'ari, Ahmad Fawwaz Aiman Aziz та Noor Hidayah Pungot. "Anti-inflammatory Activity of 1-Substituted Glyoxal β-Carboline Derivatives". Malaysian Journal of Fundamental and Applied Sciences 20, № 5 (2024): 1228–34. http://dx.doi.org/10.11113/mjfas.v20n5.3630.

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The anti-inflammatory properties of β-carbolines have been widely studied, highlighting their potential in treating inflammatory disorders. This research investigates the anti-inflammatory activity of selected 1-substituted glyoxal β-carboline derivatives, achieved through a one-step conversion of 5-hydroxy-L-tryptophan with activated glyoxal, without forming tetrahydro-β-carboline (THβC) intermediates. These derivatives (4e-g) were synthesized successfully without requiring expensive metal catalysts, prolonged reaction times, or stringent reaction conditions, and yielded moderate amounts. Our
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23

Jiang, Wei-Qun, Catherine Charlet-Fagnère, Janos Sapi та ін. "Cytotoxic Bis-3,4-dihydro-β-carbolines and Bis-β-carbolines". Journal of Enzyme Inhibition and Medicinal Chemistry 17, № 6 (2002): 369–74. http://dx.doi.org/10.1080/147563021000005631.

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24

Eagon, Scott, та Marc O. Anderson. "Microwave-Assisted Synthesis of Tetrahydro-β-carbolines and β-Carbolines". European Journal of Organic Chemistry 2014, № 8 (2014): 1653–65. http://dx.doi.org/10.1002/ejoc.201301580.

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25

Hati, Santanu, та Subhabrata Sen. "N-Bromo-succinimide promoted synthesis of β-carbolines and 3,4-dihydro-β-carbolines from tetrahydro-β-carbolines". Tetrahedron Letters 57, № 9 (2016): 1040–43. http://dx.doi.org/10.1016/j.tetlet.2016.01.081.

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26

Tsuchiya, Hironori. "Comparative Effects ofα-,β-, andγ-Carbolines on Platelet Aggregation and Lipid Membranes". Journal of Toxicology 2011 (2011): 1–9. http://dx.doi.org/10.1155/2011/151596.

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Cigarette smoking and alcohol consumption possibly affect platelet functions. To verify the hypothesis that someα-,β-, andγ-carboline components in cigarette smoke and alcoholic beverages may change platelet aggregability, their effects on human platelets were determined by aggregometry together with investigating their membrane effects by turbidimetry. Carbolines inhibited platelet aggregation induced by five agents with the potency being 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole > 3-amino-1-methyl-5H-pyrido[4,3-b]indole > 1-methyl-9H-pyrido[3,4-b]indole. The most potent 3-amino-1,4-d
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27

Aksenov, Nicolai A., Nikolai A. Arutiunov, Alexander V. Aksenov та ін. "Synthesis of β-Carbolines with Electrocyclic Cyclization of 3-Nitrovinylindoles". International Journal of Molecular Sciences 24, № 17 (2023): 13107. http://dx.doi.org/10.3390/ijms241713107.

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The β-carboline motif is common in drug discovery and among numerous biologically active natural products. However, its synthetic preparation relies on multistep sequences and heavily depends on the type of substitution required in the core of the desired β-carboline target. Herein, we demonstrate that this structural motif can be accessed with the microwave-assisted electrocyclic cyclization of heterotrienic aci (alkylideneazinic acid) forms of 3-nitrovinylindoles. The reaction can start with 3-nitrovinylindoles themselves under two sets of conditions. The first one involves microwave irradia
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28

Bringmann, Gerhard, Doris Feineis, Miriam Münchbach та ін. "Toxicity and Metabolism of the Chloral-Derived Mammalian Alkaloid 1-Trichloromethyl-1,2,3,4-tetrahydro-β-carboline (TaClo) in PC12 Cells". Zeitschrift für Naturforschung C 61, № 7-8 (2006): 601–10. http://dx.doi.org/10.1515/znc-2006-7-822.

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Chloral-derived β-carbolines, which are structurally similar to the dopaminergic neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP, 5), are discussed to contribute to neuronal cell death in idiopathic Parkinson’s disease. The cytotoxicity of 1-trichloromethyl- 1,2,3,4-tetrahydro-β-carboline (TaClo, 4) to neuronal-like clonal pheochromocytoma PC12 cells was examined by the determination of lactate dehydrogenase (LDH) release. After incubation for 48 h, 4 showed a strong dose-dependent cytotoxic activity towards PC12 cells with an ED50 value of 230 μᴍ. In PC12 cells reductive dehalog
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29

Chang, Wong-Jin, Kaushik Chanda, and Chung-Ming Sun. "Microwave-Assisted Synthesis of Tetracyclic 2,5-Diketopiperazines on a Soluble Polymer Support: A Structural Analogue of Tadalafil." Australian Journal of Chemistry 62, no. 1 (2009): 42. http://dx.doi.org/10.1071/ch08334.

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Structural analogues of tadalafil that contain two diversity points have been synthesized from a soluble polymer support employing a Pictet–Spengler reaction using focussed microwave irradiation. Polymer-bound deprotected tryptophan reacts with various aldehydes to generate the tetrahydro-β-carbolines on the support. Subsequently immobilized tetrahydro-β-carboline underwent a highly efficient intramolecular N-heterocyclization in a traceless fashion from various in-situ generated α-alkyl and heteroalkyl amides in two steps to generate tetracyclic 2,5-diketopiperazines in high purity. All the c
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30

Zheng, Bo, Tien Ha Trieu, Tian-Zhuo Meng та ін. "Cu-catalyzed mild and efficient oxidation of THβCs using air: application in practical total syntheses of perlolyrine and flazin". RSC Advances 8, № 13 (2018): 6834–39. http://dx.doi.org/10.1039/c7ra13434g.

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A mild, efficient and ecofriendly method for synthesis of β-carbolines via Cu-catalyzed aerobic oxidation of 1,2,3,4-tetrahydro-β-carbolines (THβCs) was developed. In addition, this method was successfully applied in the practical total syntheses of perlolyrine and flazin.
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31

Xie, En, Abdul Rahman та Xufeng Lin. "Asymmetric synthesis of CF3- and indole-containing tetrahydro-β-carbolines via chiral spirocyclic phosphoric acid-catalyzed aza-Friedel–Crafts reaction". Organic Chemistry Frontiers 4, № 7 (2017): 1407–10. http://dx.doi.org/10.1039/c7qo00229g.

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An enantioselective aza-Friedel–Crafts reaction of indoles with 1-trifluoromethyl-3,4-dihydro-β-carbolines has been developed to afford tetrahydro-β-carbolines with a CF<sub>3</sub>- and indole-containing quaternary stereocenter by using chiral phosphoric acid catalysis.
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32

Eagon, Scott, та Marc O. Anderson. "ChemInform Abstract: Microwave-Assisted Synthesis of Tetrahydro-β-carbolines and β-Carbolines." ChemInform 46, № 4 (2015): no. http://dx.doi.org/10.1002/chin.201504165.

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BRACHER, F., та J. DAAB. "ChemInform Abstract: β-Carboline Alkaloids. Part 8. Regioselective Homolytic Acetylation of β-Carbolines." ChemInform 26, № 36 (2010): no. http://dx.doi.org/10.1002/chin.199536182.

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34

Wang, Ting-Ting, Di Zhang та Wei-Wei Liao. "Versatile synthesis of functionalized β- and γ-carbolines via Pd-catalyzed C–H addition to nitriles/cyclization sequences". Chemical Communications 54, № 16 (2018): 2048–51. http://dx.doi.org/10.1039/c8cc00040a.

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35

Liu, Wei, Zhaoyu Yang, Lili Shi, Ziyu Cui та Yun Li. "Degradation of β-Carbolines Harman and Norharman in Edible Oils during Heating". Molecules 26, № 22 (2021): 7018. http://dx.doi.org/10.3390/molecules26227018.

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The β-carbolines, mainly including harman and norharman, are a group of naturally occurring, plant-derived alkaloids, and are also considered as nonpolar heterocyclic aromatic amines. Sesame seed oils contain a high level of β-carbolines (harman and norharman). In China, sesame seed oil blends are one of the most popular types of vegetable oils blends, which can be used as cooking oils or frying oils. Thus, it is meaningful to investigate the degradation of β-carbolines (harman and norharman) in sesame seed oil blends as frying oils during heating. In this work, the loss of harman and norharma
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36

Baiget, Jessica, Sabin Llona-Minguez, Stuart Lang, Simon P. MacKay, Colin J. Suckling, and Oliver B. Sutcliffe. "Manganese dioxide mediated one-pot synthesis of methyl 9H-pyrido[3,4-b]indole-1-carboxylate: Concise synthesis of alangiobussinine." Beilstein Journal of Organic Chemistry 7 (October 12, 2011): 1407–11. http://dx.doi.org/10.3762/bjoc.7.164.

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The carboline ring system is an important pharmacophore found in a number of biologically important targets. Development of synthetic routes for the preparation of these compounds is important in order to prepare a range of analogues containing the carboline heterocyclic moiety. A manganese dioxide mediated one-pot method starting with an activated alcohol and consisting of alcohol oxidation, Pictet–Spengler cyclisation, and oxidative aromatisation, offers a convenient process that allows access to β-carbolines. This one-pot process for the preparation of methyl 9H-pyrido[3,4-b]indole-1-carbox
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37

Sarragiotto, Maria, George Brand, Carla Gomes, Willian Costa, Mary Foglio та Ana Ruiz. "Synthesis and Antitumor Activity of Novel 1-Substituted 3-(4,5-Substituted 1,2,4-Triazol-3-yl)-β-carboline Derivatives". Synthesis 51, № 02 (2018): 573–77. http://dx.doi.org/10.1055/s-0037-1610291.

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Schiff bases, 1,2,4-triazolo[4,3-d][1,2,3,4]thiatriazoles, and 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles carrying the β-carboline nucleus were synthesized from 3-(4-amino-5-mercapto-1,2,4-triazol-3-yl)-β-carbolines. The compounds were evaluated for their in vitro antitumor activity against eight human cancer cell lines. The 1,2,4-triazolo[4,3-d][1,2,3,4]thiatriazole derivatives showed a broad spectrum of antitumor activity, with GI50 values lower than 13 μM for all cell lines tested. In general, all tested compounds showed potent activity against the breast (MCF-7) cancer cell line, with GI50 v
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38

Balón, Manuel, José Hidalgo, Pilar Guardado, María A. Muñoz та Carmen Carmona. "Acid–base and spectral properties of β-carbolines. Part 1. Tetrahydro-β-carbolines". J. Chem. Soc., Perkin Trans. 2, № 1 (1993): 91–97. http://dx.doi.org/10.1039/p29930000091.

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39

Durham, Sierra D., Brianna Sierra, Maximillian J. Gomez та ін. "Synthesis of β-carbolines via a silver-mediated oxidation of tetrahydro-β-carbolines". Tetrahedron Letters 58, № 28 (2017): 2747–50. http://dx.doi.org/10.1016/j.tetlet.2017.05.098.

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40

Ponce, María A., та Rosa Erra-Balsells. "Synthesis and isolation of bromo-β-carbolines obtained by bromination of β-carboline alkaloids". Journal of Heterocyclic Chemistry 38, № 5 (2001): 1087–95. http://dx.doi.org/10.1002/jhet.5570380512.

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41

Panice, Manuela Ribeiro, Susana M. M. Lopes, Mariana Cecchetto Figueiredo та ін. "New 3-tetrazolyl-β-carbolines and β-carboline-3-carboxylates with anti-cancer activity". European Journal of Medicinal Chemistry 179 (жовтень 2019): 123–32. http://dx.doi.org/10.1016/j.ejmech.2019.05.085.

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42

Herraiz, Tomás, Hugo Guillén та Juan Galisteo. "Metabolite Profile Resulting from the Activation/Inactivation of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine and 2-Methyltetrahydro-β-carboline by Oxidative Enzymes". BioMed Research International 2013 (2013): 1–10. http://dx.doi.org/10.1155/2013/248608.

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Metabolic enzymes are involved in the activation/deactivation of the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyiridine (MPTP) neurotoxin and its naturally occurring analogs 2-methyltetrahydro-β-carbolines. The metabolic profile and biotransformation of these protoxins by three enzymes, monoamine oxidase (MAO), cytochrome P450, and heme peroxidases (myeloperoxidase and lactoperoxidase), were investigated and compared. The metabolite profile differed among the enzymes investigated. MAO and heme peroxidases activated these substances to toxic pyridinium andβ-carbolinium species. MAO catalyzed the oxi
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43

Herraiz, Tomás. "β-Carboline Alkaloids in Soy Sauce and Inhibition of Monoamine Oxidase (MAO)". Molecules 28, № 6 (2023): 2723. http://dx.doi.org/10.3390/molecules28062723.

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Monoamine oxidase (MAO) oxidizes neurotransmitters and xenobiotic amines, including vasopressor and neurotoxic amines such as the MPTP neurotoxin. Its inhibitors are useful as antidepressants and neuroprotectants. This work shows that diluted soy sauce (1/3) and soy sauce extracts inhibited human MAO-A and -B isozymes in vitro, which were measured with a chromatographic assay to avoid interferences, and it suggests the presence of MAO inhibitors. Chromatographic and spectrometric studies showed the occurrence of the β-carboline alkaloids harman and norharman in soy sauce extracts inhibiting MA
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Rocca, Patrick, Francis Marsais, Alain Godard, Guy Quéguiner, Luqman Adams та Babajide Alo. "Carbolines. PartVII. Anisidines, convenient tools to synthesize hydroxy-β-carbolines". Journal of Heterocyclic Chemistry 32, № 4 (1995): 1171–75. http://dx.doi.org/10.1002/jhet.5570320412.

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45

Reddy, G. Niranjan, B. Maheshwar Rao, M. Vijay, B. L. A. Prabhavathi Devi, R. B. N. Prasad та B. V. Subba Reddy. "Bioglycerol-derived carbon−SO3H as a recyclable catalyst for the synthesis of tetrahydro-β-carbolines". Canadian Journal of Chemistry 93, № 3 (2015): 341–47. http://dx.doi.org/10.1139/cjc-2014-0350.

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A variety of aldehydes undergo smooth coupling with N-tosyltryptamine in the presence of carbon−SO3H in ethanol at 80 °C to furnish the corresponding tetrahydro-β-carbolines in excellent yields with high selectivity. The coupling of tryptamine with isatins affords the respective spiro-tetrahydro-β-carbolines in good yields. The use of a recyclable solid acid catalyst makes this method simple, convenient, and cost-effective.
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Castro, Alfredo C., Luan C. Dang, François Soucy та ін. "Novel IKK inhibitors: β-carbolines". Bioorganic & Medicinal Chemistry Letters 13, № 14 (2003): 2419–22. http://dx.doi.org/10.1016/s0960-894x(03)00408-6.

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47

CAAN, WOODY. "β-Carbolines in chronic alcoholics". Addiction Biology 1, № 3 (1996): 309. http://dx.doi.org/10.1080/1355621961000124936.

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Milen, Mátyás, та Péter Ábrányi-Balogh. "Synthesis of β-carbolines (microreview)". Chemistry of Heterocyclic Compounds 52, № 12 (2016): 996–98. http://dx.doi.org/10.1007/s10593-017-1997-9.

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Richards, Emma, та Rebecca L. Melen. "Carbenium catalysis toward β-carbolines". Chem Catalysis 3, № 2 (2023): 100511. http://dx.doi.org/10.1016/j.checat.2023.100511.

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Benderly, A., S. Stavchansky та J. W. Fitch. "Preparation of platinum(II) complexes with β-carbolines and tetrahydro-β-carbolines as ligands". Inorganica Chimica Acta 151, № 4 (1988): 255–59. http://dx.doi.org/10.1016/s0020-1693(00)90808-9.

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