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Journal articles on the topic 'Pyrido[3,4-b]indole dérivé'

Author: Grafiati

Published: 4 June 2021

Last updated: 5 February 2022

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1

Koreňová, Anna, Alžbeta Krutošíková, Jaroslav Kováč, and Stanislav Celec. "Synthesis and reactions of furo[3,2-c]pyridine derivatives." Collection of Czechoslovak Chemical Communications 52, no. 1 (1987): 192–98. http://dx.doi.org/10.1135/cccc19870192.

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The synthesis of a new type of condensed heterocycle pyrido[3',4':4,5]furo[3,2-b]indole (V) and 1,2,4-triazolo[4'',3'':1',2']pyrido[3',4':4,5]furo[3,2-b]indoles (IX) is described and the substitution nucleophilic reaction with 2-(2-nitrophenyl)-4-chlorofuro[3,2-c]pyridine (X) is presented.

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2

Tada, Masao, Kazunori Sato, and Atsushi Oikawa. "Synthesis of 3-amino-1-methyl-9H-[4-14C]pyrido[3,4-b]indole (3-amino[4-14C]harman)." Journal of Labelled Compounds and Radiopharmaceuticals 24, no. 6 (June 1987): 631–36. http://dx.doi.org/10.1002/jlcr.2580240604.

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3

Maclaren, JA. "β-Carboline-3-carboxylic Acid (9H-Pyrido[3,4-b]indole-3-carboxylic Acid) and Related Compounds." Australian Journal of Chemistry 42, no. 6 (1989): 813. http://dx.doi.org/10.1071/ch9890813.

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The synthesis of β-carboline-3-carboxylic acid and its esters (4) by oxidation of the corresponding 1,2,3,4-tetrahydro derivatives (2) or of the 3,4-dihydro derivatives (3) has been studied. A novel synthesis of the esters (3) [and hence of (4)] has been achieved in high yield by cyclization and elimination from the enamine (5). The relative inhibition of binding of a benzodiazepine to rat brain membranes by the esters (2)-(4) has been determined.

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4

Manabe, Shigeo, Yoshikatsu Kanai, and Osamu Wada. "Exposure level monitor of 3-amino-1,4-dimethyl-5H-pyrido[4, 3-b]indole, a dietary carcinogen, in rabbits." Environmental and Molecular Mutagenesis 14, no. 1 (1989): 34–41. http://dx.doi.org/10.1002/em.2850140107.

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5

Misztal, Stanislaw, Maria H. Paluchowska, Maria J. Mokrosz, Piotr Bartyzel, and Jerzy L. Mokrosz. "Synthesis and stereochemistry of new trihydrodiazabicyclo-[3.m.n]alkano[4′,5′:1,2]pyrido[3,4-b]indole ring system." Journal of Heterocyclic Chemistry 30, no. 6 (December 1993): 1543–48. http://dx.doi.org/10.1002/jhet.5570300616.

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6

Domány, Gy, T. Gizur, G. Barta-Szalai, I. Schön, Cs Szántay, and B. Hegedüs. "Synthesis of new guanidine derivatives from 2′,3′,4′,9′-tetrahydrospiro[piperidine-4,1′-[1H]pyrido[3,4-b]indole]." Journal of Heterocyclic Chemistry 31, no. 6 (November 1994): 1657–60. http://dx.doi.org/10.1002/jhet.5570310664.

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7

Luo, Peng, Amar G. Chittiboyina, Mei Wang, Ikhlas A. Khan, Wei-Gao Pan, and Wan-Xing Wei. "Crystal structure of 12-(2-hydroxybenzoyl)benzo[f]pyrido[1,2-a]indole-6,11-dione, C23H13NO4." Zeitschrift für Kristallographie - New Crystal Structures 235, no. 1 (December 18, 2019): 105–7. http://dx.doi.org/10.1515/ncrs-2019-0524.

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8

Santos, Patricia Regina, Anelise S. Nazari Formagio, Benedito Prado Dias Filho, Celso Vataru Nakamura, Maria Helena Sarragiotto, and Tania Ueda-Nakamura. "Effect of 1-(phenyl)-N’-(4-methoxybenzylidene)-9H-pyrido[3,4-b] indole-3-carbohydrazide on in vitro poliovirus replication." Acta Pharmaceutica 65, no. 1 (March 1, 2015): 75–81. http://dx.doi.org/10.1515/acph-2015-0004.

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Abstract The effect of the alkaloid 1-(phenyl)-N’-(4-methoxybenzylidene)- 9H-pyrido[3,4-b]indole-3-carbohydrazide (PMC) on the poliovirus (PV) replication cycle in Vero cells was assayed by inhibition of the cytopathic effect (CPE) and inhibition of plaque forming units (PFU). Both methodologies suggested that the mode of action was avoidance of infection progression in the host cell. The compound was able to prevent CPE and PFU formation when the cells were pretreated with PMC for 24 h prior to PV infection. In addition, when the alkaloid was continuously maintained in the infected cultures, the spread of PV to adjacent cells was impaired. The pre-exposure and post-exposure prophylactic applications are possible situations in which an anti-PV drug might be used. Future studies are needed to elucidate the PMC mode of action and verify the feasibility of PMC use in vivo. No antipicornavirus agent is currently approved for clinical use

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9

DOMANY, GY, T. GIZUR, G. BARTA-SZALAI, I. SCHOEN, CS JUN SZANTAY, and B. HEGEDUES. "ChemInform Abstract: Synthesis of New Guanidine Derivatives from 2′,3′,4′,9′- Tetrahydrospiro(piperidine-4,1′-(1H)pyrido(3,4-b)indole)." ChemInform 26, no. 22 (August 18, 2010): no. http://dx.doi.org/10.1002/chin.199522179.

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10

DAMAVANDI, SAMAN, and REZA SANDAROOS. "Novel multicomponent synthesis of 2,9-dihydro-9-methyl-2-oxo-4-aryl-1H-pyrido[2,3-b]indole-3-carbonitrile compounds." Journal of Chemical Sciences 125, no. 1 (January 2013): 95–100. http://dx.doi.org/10.1007/s12039-013-0369-y.

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11

HSU, H. Y., B. STEPHEN INBARAJ, and B. H. CHEN. "Lack of Formation of Heteroyclic Amines in Fumes from Frying French Fries." Journal of Food Protection 69, no. 9 (September 1, 2006): 2230–36. http://dx.doi.org/10.4315/0362-028x-69.9.2230.

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The formation of heterocyclic amines (HAs) in the fumes from frying French fries in soybean oil or lard was studied. A high-pressure liquid chromatography method was used to determine the various HAs in fumes. Results showed that the yields of fumes produced from soybean oil when heated alone for 2 or 4 h were higher than from lard; however, a reversed trend was found when frying French fries in soybean oil and lard. Most fumes from soybean oil and lard while frying French fries were adsorbed onto the condensation apparatus, while the other portions were adsorbed onto the wool and glass beads, which were incorporated in our experimental design for collecting the fumes. The fumes from soybean oil when heated alone were found to contain three HAs, namely, 2-amino-3-methylimidazo[4,5-f ]quinoxaline (IQx), 2-amino-3-methylimidazo[4,5-f ]quinoline (IQ), and 1-methyl-9H-pyrido[4,3-b ]indole (Harman), whereas two more HAs, 2-amino-3,4-dimethylimidazo[4,5-f ]quinoline (MeIQ) and 3-amino-1,4-dimethyl-5H-pyrido[4,3-b ]indole (Trp-P-1), were generated in lard. Lard was more susceptible to the formation of HAs than soybean oil when both were heated alone. No HAs were detected in the fumes from French fries fried in soybean oil and lard.

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12

Ku, Hsiang-chih, and Tsong-Long Hwang. "Anti-inflammatory effects of 1, 9-Diallyl-9H-pyrido[3, 4-b]indole in activated human neutrophils through inhibiting Src family kinases." Proceedings for Annual Meeting of The Japanese Pharmacological Society WCP2018 (2018): PO1–4–1. http://dx.doi.org/10.1254/jpssuppl.wcp2018.0_po1-4-1.

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13

Shimoi, Kayoko, Rieko Miyamura, Toshio Mori, Takesi Todo, Eiko Ohtsuka, Keiji Wakabayashi, and Naohide Kinae. "3-Amino-1, 4-dimethyl-5H-pyrido[4, 3-b]indole (Trp-P-1) inhibits the binding activity of T4 endonuclease V to UV-damaged DNA." Carcinogenesis 17, no. 6 (1996): 1279–83. http://dx.doi.org/10.1093/carcin/17.6.1279.

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14

Ryabova, S. Yu, L. M. Alekseeva, and V. G. Granik. "Reduction of 2-amino-1-(4-nitrophenyl)-1 H-pyrido[3,2-b]indole-3-carbonitrile by sodium borohydride and sodium cyanoborohydride." Russian Chemical Bulletin 58, no. 3 (March 2009): 634–39. http://dx.doi.org/10.1007/s11172-009-0068-5.

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15

Shevchenko, R. V., A. A. Litvin, G. B. Kolyvanov, P. O. Bochkov, O. G. Gribakina, A. A. Novitskiy, and V. P. Zherdev. "The pharmacokinetics of the injectable dosage form of GK-2 in rabbits." Pharmacokinetics and Pharmacodynamics, no. 2 (December 1, 2020): 17–21. http://dx.doi.org/10.37489/2587-7836-2020-2-17-21.

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The pharmacokinetics of the nerve growth factor mimetic GK-2 (dimeric dipeptide mimetic of the 4-th loop NGF, a derivative of fluoro-substituted 5-[2-(5-fluoropyrid-3-yl) -ethyl)]-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole) in rabbits after a single intravenous injection of an injectable dosage form at dose 24 mg (7,8-8,7 mg/kg). GK-2 concentrations in the blood plasma were determined by high-performance liquid chromatography with massspectrometric detection. GK-2 can be attributed to "short-lived" drugs, since the half-life from the rabbits blood plasma was 0.9±0.1 h.

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16

Damavandi, Saman, and Reza Sandaroos. "ChemInform Abstract: Novel Multicomponent Synthesis of 2,9-Dihydro-9-methyl-2-oxo-4-aryl-1H-pyrido[2,3-b]indole-3-carbonitrile Compounds." ChemInform 44, no. 24 (May 23, 2013): no. http://dx.doi.org/10.1002/chin.201324145.

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17

KURIHARA, T., Y. SAKAMOTO, K. TSUKAMOTO, H. OHISHI, S. HARUSAWA, and R. YONEDA. "ChemInform Abstract: Meisenheimer Rearrangement of Azetopyridoindoles. Part 4. Ring Expansion of 2-Vinyl-1,2,4,5,10,10b-hexahydroazeto(1′,2′:1,2)pyrido(3, 4-b)indole N-Oxides." ChemInform 24, no. 16 (August 20, 2010): no. http://dx.doi.org/10.1002/chin.199316197.

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18

Chernyshev, Vladimir V., Victor A. Tafeenko, Svetlana Yu Ryabova, Eduard J. Sonneveld, and Hendrik Schenk. "Thermal isomerization pathway of 1-(4-nitrophenyl)-2-phenylimino-2,5-dihydro-1H-pyrido[3,2-b]indole-3-carbonitrile discovered by laboratory powder data." Acta Crystallographica Section C Crystal Structure Communications 57, no. 8 (August 9, 2001): 982–84. http://dx.doi.org/10.1107/s0108270101008356.

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19

Konkina, I. G., O. V. Shitikova, A. N. Lobov, Yu I. Murinov, and S. O. Bachurin. "Host–guest complexation in the β-glycyrrhizic acid–2,8-dimethyl-5-[2´-(6″-methylpyridin-3″-yl)ethyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole system." Russian Chemical Bulletin 64, no. 6 (June 2015): 1385–93. http://dx.doi.org/10.1007/s11172-015-1021-4.

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20

Chernyshev, Vladimir V., Victor A. Tafeenko, Svetlana Yu Ryabova, Eduard J. Sonneveld, and Hendrik Schenk. "ChemInform Abstract: Thermal Isomerization Pathway of 1-(4-Nitrophenyl)-2-phenylimino-2,5-dihydro-1H-pyrido [3,2-b]indole-3-carbonitrile Discovered by Laboratory Powder Data." ChemInform 32, no. 50 (May 23, 2010): no. http://dx.doi.org/10.1002/chin.200150029.

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21

Feng, Yu, Xingxing Teng, Jinhua Gu, Bangwei Yu, Yan Luo, and Lianbao Ye. "Novel anti-cancer agents: design, synthesis, biological activity, molecular docking, and MD simulations of 2, 3, 4, 5-tetrahydro-1H-pyrido-[4,3-b]indole derivatives." Medicinal Chemistry Research 28, no. 2 (December 14, 2018): 133–42. http://dx.doi.org/10.1007/s00044-018-2271-0.

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22

Bhunia, S. S., and A. K. Saxena. "Molecular modelling studies in explaining the higher GPVI antagonistic activity of the racemic 2-(4-methoxyphenylsulfonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxamide than its enantiomers." SAR and QSAR in Environmental Research 28, no. 10 (October 3, 2017): 783–99. http://dx.doi.org/10.1080/1062936x.2017.1396247.

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23

Mori, Toshio, Kayoko Shimoi, Yu F. Sasaki, Keiji Wakabayashi, Minako Nagao, and Naohide Kinae. "3-Amino-1, 4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) inhibits the removal of both cyclobutane dimers and (6–4) photoproducts from the DNA of ultraviolet-irradiated E. coli." Carcinogenesis 14, no. 7 (1993): 1475–78. http://dx.doi.org/10.1093/carcin/14.7.1475.

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24

Somei, Masanori, Masahiro Nakajou, Tsuyoshi Teramoto, Asuka Tanimoto, and Fumio Yamada. "Nucleophilic Substitution Reaction of 3-Acetyl-1-methoxyindole and Its Application for the Synthesis of Novel 2-Substituted Methyl 2,3-Dihydro-1-methyl-3-oxo-5H-pyrido[4,3-b]indole-4-carboxylates." HETEROCYCLES 51, no. 8 (1999): 1949. http://dx.doi.org/10.3987/com-99-8608.

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25

Somei, Masanori, Masahiro Nakajou, Tsuyoshi Teramoto, Asuka Tanimoto, and Fumio Yamada. "ChemInform Abstract: Chemistry of Indoles. Part 93. Nucleophilic Substitution Reaction of 3-Acetyl-1-methoxy-indole and Its Application for the Synthesis of Novel 2-Substituted Methyl 2,3-Dihydro-1-methyl-3-oxo-5H-pyrido[4,3-b]indole-4-carboxylates." ChemInform 30, no. 45 (June 12, 2010): no. http://dx.doi.org/10.1002/chin.199945179.

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26

MISZTAL, S., M. H. PALUCHOWSKA, M. J. MOKROSZ, P. BARTYZEL, and J. L. MOKROSZ. "ChemInform Abstract: Structure and Spectral Properties of β-Carbolines. Part 5. Synthesis and Stereochemistry of New Trihydrodiazabicyclo(3.m.n)alkano( 4′,5′:1,2)pyrido(3,4-b)indole Ring System." ChemInform 25, no. 24 (August 19, 2010): no. http://dx.doi.org/10.1002/chin.199424190.

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27

Abdelmoniem, Amr M., Mohamed G. M. Abdelrahman, Said A. S. Ghozlan, Ahmed H. M. Elwahy, and Ismail A. Abdelhamid. "Hantzsch reaction with bis-indole-2,3-diones: Synthesis of novel bis-spirocyclic oxindole incorporating acridine, dipyrazolo[3,4-b:4',3'-e]pyridine and pyrido[2,3-d:6,5-d']dipyrimidine." Synthetic Communications 51, no. 12 (April 7, 2021): 1814–24. http://dx.doi.org/10.1080/00397911.2021.1908564.

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28

Miao, Jie-Fei, Yan-Fu Peng, Shi Chen, Wei-Jie Gao, Qiu-Xing Yang, Peng Zhu, Jing Guo, et al. "A novel harmine derivative, N-(4-(hydroxycarbamoyl)benzyl)-1-(4- methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxamide (HBC), as histone deacetylase inhibitor: in vitro antiproliferation, apoptosis induction, cell cycle arrest, and antimetastatic effects." European Journal of Pharmacology 824 (April 2018): 78–88. http://dx.doi.org/10.1016/j.ejphar.2018.02.004.

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29

Edenharder, R., G. Kerkhoff, and H. Dunkelberg. "Effects of β-Carotene, Retinal, Riboflavin, α-Tocopherol and Vitamins C and K1 on Sister-chromatid Exchanges Induced by 3-Amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) and Cyclophosphamide in Human Lymphocyte Cultures." Food and Chemical Toxicology 36, no. 11 (November 1998): 897–906. http://dx.doi.org/10.1016/s0278-6915(98)00068-4.

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30

Wang, Fa-Zuo, Min Zhang, Wei Sun, Qian-Qun Gu, and Wei-Ming Zhu. "5a-Hydroxy-9-methoxy-11-(3-methyl-2-butenyl)-12-(2-methyl-1-propenyl)-2,3,11,12-tetrahydro-1H,5H-pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,6,14(5aH,14aH)-trione." Acta Crystallographica Section E Structure Reports Online 63, no. 4 (March 21, 2007): o1859—o1860. http://dx.doi.org/10.1107/s1600536807012056.

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31

MORI, TOSHIO, AKEMI NAKAGAWA, NOBUHIKO KOBAYASHI, MITSUMASA W. HASHIMOTO, KEIJI WAKABAYASHI, KAYOKO SHIMOI, and NAOHIDE KINAE. "3-Amino-1, 4-dimethyl-5H-pyrido(4,3-b)indole (Trp-P-1) Sensitizes Mammalian Cells to UV Radiation by Causing The S-Phase Arrest, Not by Inhibiting The Repair of DNA Damage as Observed in Escherichia coli." Journal of Radiation Research 39, no. 1 (1998): 21–33. http://dx.doi.org/10.1269/jrr.39.21.

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32

Molina, Pedro, Pilar M. Fresneda, Miguel A. Sanz, Concepción Foces-Foces, and M. Carmen Ramirez de Arellano. "Investigative studies on the formation of the imidazo [4′,5′:3,4]pyrido[2,3-b]indole ring: Formal synthesis of the alkaloids grossularines-1 and 2. X-Ray crystal structures of 5-indol-3-yl-imidazole and bisimidazocarbazole derivatives." Tetrahedron 54, no. 33 (August 1998): 9623–38. http://dx.doi.org/10.1016/s0040-4020(98)00520-1.

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33

Hoque, M. Tozammel, Olena Kis, María F. De Rosa, and Reina Bendayan. "Raltegravir Permeability across Blood-Tissue Barriers and the Potential Role of Drug Efflux Transporters." Antimicrobial Agents and Chemotherapy 59, no. 5 (February 17, 2015): 2572–82. http://dx.doi.org/10.1128/aac.04594-14.

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ABSTRACTThe objectives of this study were to investigate raltegravir transport across several blood-tissue barrier models and the potential interactions with drug efflux transporters. Raltegravir uptake, accumulation, and permeability were evaluatedin vitroin (i) P-glycoprotein (P-gp), breast cancer resistance protein (BCRP), multidrug resistance-associated protein 1 (MRP1), or MRP4-overexpressing MDA-MDR1 (P-gp), HEK-ABCG2, HeLa-MRP1, or HEK-MRP4 cells, respectively; (ii) cell culture systems of the human blood-brain (hCMEC/D3), mouse blood-testicular (TM4), and human blood-intestinal (Caco-2) barriers; and (iii) rat jejunum and ileum segments using anin situsingle-pass intestinal perfusion model. [3H]Raltegravir accumulation by MDA-MDR1 (P-gp) and HEK-ABCG2-overexpressing cells was significantly enhanced in the presence of PSC833 {6-[(2S,4R,6E)-4-methyl-2-(methylamino)-3-oxo-6-octenoic acid]-7-l-valine-cyclosporine}, a P-gp inhibitor, or Ko143 [(3S,6S,12aS)-1,2,3,4,6,7,12,12a-octahydro-9-methoxy-6-(2-methylpropyl)-1,4-dioxopyrazino[1′,2′:1,6]pyrido[3,4-b]indole-3-propanoic acid 1,1-dimethylethyl ester], a BCRP inhibitor, suggesting the inhibition of a P-gp- or BCRP-mediated efflux process, respectively. Furthermore, [3H]raltegravir accumulation by human cerebral microvessel endothelial hCMEC/D3 and mouse Sertoli TM4 cells was significantly increased by PSC833 and Ko143. In human intestinal Caco-2 cells grown on Transwell filters, PSC833, but not Ko143, significantly decreased the [3H]raltegravir efflux ratios. In rat intestinal segments, [3H]raltegravirin situpermeability was significantly enhanced by the concurrent administration of PSC833 and Ko143. In contrast, in the transporter inhibition assays, raltegravir (10 to 500 μM) did not increase the accumulation of substrate for P-gp (rhodamine-6G), BCRP ([3H]mitoxantrone), or MRP1 [2′,7′-bis(2-carboxyethyl)-5(6)-carboxyfluorescein (BCECF)] by MDA-MDR1 (P-gp)-, HEK-ABCG2-, or HeLa-MRP1-overexpressing cells, respectively. Our data suggest that raltegravir is a substrate but not an inhibitor of the drug efflux transporters P-gp and BCRP. These transporters might play a role in the restriction of raltegravir permeability across the blood-brain, blood-testicular, and blood-intestinal barriers, potentially contributing to its low tissue concentrations and/or low oral bioavailability observed in the clinic setting.

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34

Rolim Bernardino, Alice Maria, Misbahul Ain Rhan, and Adriana de Oliveira Gomes. "A NEW TETRACYCLIC SYSTEM-3H,10H- PYRAZOLO[4', 3': 5 , 6] PYRIDO[4, 3-B]INDOLE." Heterocyclic Communications 6, no. 5 (January 2000). http://dx.doi.org/10.1515/hc.2000.6.5.463.

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35

"Synthesis of All Stereoisomers of 1-(4-Methoxyphenyl)-2,3,4,9-tetrahydro-N-methyl-1H-pyrido[3,4-b]indole-3-carboxamide." Molbank 2018, no. 1 (January 10, 2018): M973. http://dx.doi.org/10.3390/m973.

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