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Showing 1 to 12 of 403 entries
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Electrophilic Carbonyl Activation: Competing Condensative Cyclizations of Tryptamine Derivatives.

Tetrahedron letters

Liu F, Movassaghi M.
PMID: 26120209
Tetrahedron Lett. 2015 Jun 03;56(23):2995-3000. doi: 10.1016/j.tetlet.2014.09.022.

A series of tryptamine derived bisindole substrates were subject to electrophilic activation of the functional grouping at their alpha-nitrogen in the form of iminium ions to enable cyclization onto the sterically hindered indole substructure. Our observations regarding divergent cyclization...

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Liu F, Movassaghi M. Electrophilic Carbonyl Activation: Competing Condensative Cyclizations of Tryptamine Derivatives. Tetrahedron Lett. 2015;56(23):2995-3000doi: 10.1016/j.tetlet.2014.09.022.
Liu, F., & Movassaghi, M. (2015). Electrophilic Carbonyl Activation: Competing Condensative Cyclizations of Tryptamine Derivatives. Tetrahedron letters, 56(23), 2995-3000. https://doi.org/10.1016/j.tetlet.2014.09.022
Liu, Fan, and Movassaghi, Mohammad. "Electrophilic Carbonyl Activation: Competing Condensative Cyclizations of Tryptamine Derivatives." Tetrahedron letters vol. 56,23 (2015): 2995-3000. doi: https://doi.org/10.1016/j.tetlet.2014.09.022
Liu F, Movassaghi M. Electrophilic Carbonyl Activation: Competing Condensative Cyclizations of Tryptamine Derivatives. Tetrahedron Lett. 2015 Jun 03;56(23):2995-3000. doi: 10.1016/j.tetlet.2014.09.022. PMID: 26120209; PMCID: PMC4480791.
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Mild aminoacylation of indoles and pyrroles through a three-component reaction with ynol ethers and sulfonyl azides.

Journal of the American Chemical Society

Alford JS, Davies HM.
PMID: 24998910
J Am Chem Soc. 2014 Jul 23;136(29):10266-9. doi: 10.1021/ja5058967. Epub 2014 Jul 15.

An effective method for aminoacylation of indoles and pyrroles has been achieved. The transformation involves a multicomponent one-pot cascade reaction between indoles or pyrroles, ynol ethers, and sulfonyl azides, creating four different bonds regioselectively through N-sulfonyltriazole intermediates. The oxo-tryptamines...

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Alford JS, Davies HM. Mild aminoacylation of indoles and pyrroles through a three-component reaction with ynol ethers and sulfonyl azides. J Am Chem Soc. 2014;136(29):10266-9doi: 10.1021/ja5058967.
Alford, J. S., & Davies, H. M. (2014). Mild aminoacylation of indoles and pyrroles through a three-component reaction with ynol ethers and sulfonyl azides. Journal of the American Chemical Society, 136(29), 10266-9. https://doi.org/10.1021/ja5058967
Alford, Joshua S, and Davies, Huw M L. "Mild aminoacylation of indoles and pyrroles through a three-component reaction with ynol ethers and sulfonyl azides." Journal of the American Chemical Society vol. 136,29 (2014): 10266-9. doi: https://doi.org/10.1021/ja5058967
Alford JS, Davies HM. Mild aminoacylation of indoles and pyrroles through a three-component reaction with ynol ethers and sulfonyl azides. J Am Chem Soc. 2014 Jul 23;136(29):10266-9. doi: 10.1021/ja5058967. Epub 2014 Jul 15. PMID: 24998910.
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Characterization of monoamine oxidase activity during early stages of quail embryogenesis.

International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience

Pintar JE, Maxwell GD, Breakefield XO.
PMID: 24875606
Int J Dev Neurosci. 1983;1(1):49-57. doi: 10.1016/0736-5748(83)90010-2.

Catecholamines and other biogenic amines may play a role in early embryogenesis in addition to functioning as neurotransmitters after neuronal differentiation. Regulation of amine levels is mediated by several different parameters including activity levels of degradative enzymes. Since monoamine...

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Pintar JE, Maxwell GD, Breakefield XO. Characterization of monoamine oxidase activity during early stages of quail embryogenesis. Int J Dev Neurosci. 1983;1(1):49-57doi: 10.1016/0736-5748(83)90010-2.
Pintar, J. E., Maxwell, G. D., & Breakefield, X. O. (1983). Characterization of monoamine oxidase activity during early stages of quail embryogenesis. International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience, 1(1), 49-57. https://doi.org/10.1016/0736-5748(83)90010-2
Pintar, J E, et al. "Characterization of monoamine oxidase activity during early stages of quail embryogenesis." International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience vol. 1,1 (1983): 49-57. doi: https://doi.org/10.1016/0736-5748(83)90010-2
Pintar JE, Maxwell GD, Breakefield XO. Characterization of monoamine oxidase activity during early stages of quail embryogenesis. Int J Dev Neurosci. 1983;1(1):49-57. doi: 10.1016/0736-5748(83)90010-2. PMID: 24875606.
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Chiral Bimolecular Crystallization of Tryptamine and Achiral Carboxylic Acids.

The Journal of organic chemistry

Koshima H, Honke S.
PMID: 11674147
J Org Chem. 1999 Feb 05;64(3):790-793. doi: 10.1021/jo9815195.

Although tryptamine (1), 2-thiophenecarboxylic acid (2), and 3-indoleacetic acid (4) are achiral compounds, chiral crystalline salts 1.2 and 1.4 were prepared by recrystallization from solutions of the two components. The crystal chirality is generated by the formation of a...

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Koshima H, Honke S. Chiral Bimolecular Crystallization of Tryptamine and Achiral Carboxylic Acids. J Org Chem. 1999;64(3):790-793doi: 10.1021/jo9815195.
Koshima, H., & Honke, S. (1999). Chiral Bimolecular Crystallization of Tryptamine and Achiral Carboxylic Acids. The Journal of organic chemistry, 64(3), 790-793. https://doi.org/10.1021/jo9815195
Koshima, Hideko, and Honke, Shinji. "Chiral Bimolecular Crystallization of Tryptamine and Achiral Carboxylic Acids." The Journal of organic chemistry vol. 64,3 (1999): 790-793. doi: https://doi.org/10.1021/jo9815195
Koshima H, Honke S. Chiral Bimolecular Crystallization of Tryptamine and Achiral Carboxylic Acids. J Org Chem. 1999 Feb 05;64(3):790-793. doi: 10.1021/jo9815195. PMID: 11674147.
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Synthesis of functionalized indole- and benzo-fused heterocyclic derivatives through anionic benzyne cyclization.

Chemistry (Weinheim an der Bergstrasse, Germany)

Barluenga J, Fañanás FJ, Sanz R, Fernández Y.
PMID: 11981888
Chemistry. 2002 May 03;8(9):2034-46. doi: 10.1002/1521-3765(20020503)8:9<2034::AID-CHEM2034>3.0.CO;2-I.

The development of a new method for the regioselective synthesis of functionalized indoles and six-membered benzo-fused N-, O-, and S-heterocycles is reported. The key step involves the generation of a benzyne-tethered vinyl or aryllithium compound that undergoes a subsequent...

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Barluenga J, Fañanás FJ, Sanz R, et al. Synthesis of functionalized indole- and benzo-fused heterocyclic derivatives through anionic benzyne cyclization. Chemistry. 2002;8(9):2034-46doi: 10.1002/1521-3765(20020503)8:9<2034::AID-CHEM2034>3.0.CO;2-I.
Barluenga, J., Fañanás, F. J., Sanz, R., & Fernández, Y. (2002). Synthesis of functionalized indole- and benzo-fused heterocyclic derivatives through anionic benzyne cyclization. Chemistry (Weinheim an der Bergstrasse, Germany), 8(9), 2034-46. https://doi.org/10.1002/1521-3765(20020503)8:9<2034::AID-CHEM2034>3.0.CO;2-I
Barluenga, José, et al. "Synthesis of functionalized indole- and benzo-fused heterocyclic derivatives through anionic benzyne cyclization." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 8,9 (2002): 2034-46. doi: https://doi.org/10.1002/1521-3765(20020503)8:9<2034::AID-CHEM2034>3.0.CO;2-I
Barluenga J, Fañanás FJ, Sanz R, Fernández Y. Synthesis of functionalized indole- and benzo-fused heterocyclic derivatives through anionic benzyne cyclization. Chemistry. 2002 May 03;8(9):2034-46. doi: 10.1002/1521-3765(20020503)8:9<2034::AID-CHEM2034>3.0.CO;2-I. PMID: 11981888.
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Enantiopure Tetrahydro-beta-carbolines via Pictet-Spengler Reactions with N-Sulfinyl Tryptamines.

Organic letters

Gremmen C, Willemse B, Wanner MJ, Koomen GJ.
PMID: 10891200
Org Lett. 2000 Jun 29;2(13):1955-1958. doi: 10.1021/ol006034t.

The influence of N-sulfinyl chiral auxiliaries on the stereochemistry of the Pictet-Spengler reaction has been investigated. From enantiopure (R)-N-p-toluenesulfinyltryptamine a new and efficient route to enantiopure tetrahydro-beta-carbolines has been established.

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Gremmen C, Willemse B, Wanner MJ, et al. Enantiopure Tetrahydro-beta-carbolines via Pictet-Spengler Reactions with N-Sulfinyl Tryptamines. Org Lett. 2000;2(13):1955-1958doi: 10.1021/ol006034t.
Gremmen, C., Willemse, B., Wanner, M. J., & Koomen, G. J. (2000). Enantiopure Tetrahydro-beta-carbolines via Pictet-Spengler Reactions with N-Sulfinyl Tryptamines. Organic letters, 2(13), 1955-1958. https://doi.org/10.1021/ol006034t
Gremmen, et al. "Enantiopure Tetrahydro-beta-carbolines via Pictet-Spengler Reactions with N-Sulfinyl Tryptamines." Organic letters vol. 2,13 (2000): 1955-1958. doi: https://doi.org/10.1021/ol006034t
Gremmen C, Willemse B, Wanner MJ, Koomen GJ. Enantiopure Tetrahydro-beta-carbolines via Pictet-Spengler Reactions with N-Sulfinyl Tryptamines. Org Lett. 2000 Jun 29;2(13):1955-1958. doi: 10.1021/ol006034t. PMID: 10891200.
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Creation of a Metabolic Sink for Tryptophan Alters the Phenylpropanoid Pathway and the Susceptibility of Potato to Phytophthora infestans.

The Plant cell

Yao K, De Luca V, Brisson N.
PMID: 12242360
Plant Cell. 1995 Nov;7(11):1787-1799. doi: 10.1105/tpc.7.11.1787.

The creation of artificial metabolic sinks in plants by genetic engineering of key branch points may have serious consequences for the metabolic pathways being modified. The introduction into potato of a gene encoding tryptophan decarboxylase (TDC) isolated from Catharanthus...

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Yao K, De Luca V, Brisson N. Creation of a Metabolic Sink for Tryptophan Alters the Phenylpropanoid Pathway and the Susceptibility of Potato to Phytophthora infestans. Plant Cell. 1995;7(11):1787-1799doi: 10.1105/tpc.7.11.1787.
Yao, K., De Luca, V., & Brisson, N. (1995). Creation of a Metabolic Sink for Tryptophan Alters the Phenylpropanoid Pathway and the Susceptibility of Potato to Phytophthora infestans. The Plant cell, 7(11), 1787-1799. https://doi.org/10.1105/tpc.7.11.1787
Yao, K., et al. "Creation of a Metabolic Sink for Tryptophan Alters the Phenylpropanoid Pathway and the Susceptibility of Potato to Phytophthora infestans." The Plant cell vol. 7,11 (1995): 1787-1799. doi: https://doi.org/10.1105/tpc.7.11.1787
Yao K, De Luca V, Brisson N. Creation of a Metabolic Sink for Tryptophan Alters the Phenylpropanoid Pathway and the Susceptibility of Potato to Phytophthora infestans. Plant Cell. 1995 Nov;7(11):1787-1799. doi: 10.1105/tpc.7.11.1787. PMID: 12242360; PMCID: PMC161038.
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Catalytic enantioselective addition of indoles to arylnitroalkenes: an effective route to enantiomerically enriched tryptamine precursors.

Chirality

Bandini M, Garelli A, Rovinetti M, Tommasi S, Umani-Ronchi A.
PMID: 16170793
Chirality. 2005 Nov;17(9):522-9. doi: 10.1002/chir.20189.

A new valuable catalytic protocol for the preparation of synthetically useful beta-indolyl nitro compounds bearing benzhydryl stereocenters is presented. The combined use of catalytic amounts of a commercially available chiral [SalenAlCl] complex and pyridine allowed, for the Friedel-Crafts alkylation...

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Bandini M, Garelli A, Rovinetti M, et al. Catalytic enantioselective addition of indoles to arylnitroalkenes: an effective route to enantiomerically enriched tryptamine precursors. Chirality. 2005;17(9):522-9doi: 10.1002/chir.20189.
Bandini, M., Garelli, A., Rovinetti, M., Tommasi, S., & Umani-Ronchi, A. (2005). Catalytic enantioselective addition of indoles to arylnitroalkenes: an effective route to enantiomerically enriched tryptamine precursors. Chirality, 17(9), 522-9. https://doi.org/10.1002/chir.20189
Bandini, Marco, et al. "Catalytic enantioselective addition of indoles to arylnitroalkenes: an effective route to enantiomerically enriched tryptamine precursors." Chirality vol. 17,9 (2005): 522-9. doi: https://doi.org/10.1002/chir.20189
Bandini M, Garelli A, Rovinetti M, Tommasi S, Umani-Ronchi A. Catalytic enantioselective addition of indoles to arylnitroalkenes: an effective route to enantiomerically enriched tryptamine precursors. Chirality. 2005 Nov;17(9):522-9. doi: 10.1002/chir.20189. PMID: 16170793.
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A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation.

Talanta

Chen BH, Liu JT, Chen WX, Chen HM, Lin CH.
PMID: 18371669
Talanta. 2008 Jan 15;74(4):512-7. doi: 10.1016/j.talanta.2007.06.012. Epub 2007 Jun 19.

Certain characteristic fragmentations of tryptamines (indoleethylamine) and phenethylamines are described. Based on the GC-EI/MS, LC-ESI/MS and MALDI/TOFMS, the mass fragmentations of 13 standard compounds, including alpha-methyltryptamine (AMT), N,N-dimethyltryptamine (DMT), 5-methoxy-alpha-methyltryptamine (5-MeO-AMT), N,N-diethyltryptamine (DET), N,N-dipropyltryptamine (DPT), N,N-dibutyltryptamine (DBT), N,N-diisopropyltryptamine (DIPT),...

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Chen BH, Liu JT, Chen WX, et al. A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation. Talanta. 2007;74(4):512-7doi: 10.1016/j.talanta.2007.06.012.
Chen, B. H., Liu, J. T., Chen, W. X., Chen, H. M., & Lin, C. H. (2008). A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation. Talanta, 74(4), 512-7. https://doi.org/10.1016/j.talanta.2007.06.012
Chen, Bo-Hong, et al. "A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation." Talanta vol. 74,4 (2008): 512-7. doi: https://doi.org/10.1016/j.talanta.2007.06.012
Chen BH, Liu JT, Chen WX, Chen HM, Lin CH. A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation. Talanta. 2008 Jan 15;74(4):512-7. doi: 10.1016/j.talanta.2007.06.012. Epub 2007 Jun 19. PMID: 18371669.
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N,N-Dimethyltryptamine Production in Phalaris aquatica Seedlings: A Mathematical Model for its Synthesis.

Plant physiology

Mack JP, Mulvena DP, Slaytor M.
PMID: 16666301
Plant Physiol. 1988 Oct;88(2):315-20. doi: 10.1104/pp.88.2.315.

The activities of three enzymes and the concentration of intermediates involved in the synthesis of N,N-dimethyltryptamine (DMT) from endogenous tryptophan (TRP) have been measured in vitro in seedlings of Phalaris aquatica L. cv Australian Commercial over 16 days after...

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Mack JP, Mulvena DP, Slaytor M. N,N-Dimethyltryptamine Production in Phalaris aquatica Seedlings: A Mathematical Model for its Synthesis. Plant Physiol. 1988;88(2):315-20doi: 10.1104/pp.88.2.315.
Mack, J. P., Mulvena, D. P., & Slaytor, M. (1988). N,N-Dimethyltryptamine Production in Phalaris aquatica Seedlings: A Mathematical Model for its Synthesis. Plant physiology, 88(2), 315-20. https://doi.org/10.1104/pp.88.2.315
Mack, J P, et al. "N,N-Dimethyltryptamine Production in Phalaris aquatica Seedlings: A Mathematical Model for its Synthesis." Plant physiology vol. 88,2 (1988): 315-20. doi: https://doi.org/10.1104/pp.88.2.315
Mack JP, Mulvena DP, Slaytor M. N,N-Dimethyltryptamine Production in Phalaris aquatica Seedlings: A Mathematical Model for its Synthesis. Plant Physiol. 1988 Oct;88(2):315-20. doi: 10.1104/pp.88.2.315. PMID: 16666301; PMCID: PMC1055574.
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Indole-3-acetic Acid Synthesis in Tumorous and Nontumorous Species of Nicotiana.

Plant physiology

Liu ST, Katz CD, Knight CA.
PMID: 16660376
Plant Physiol. 1978 May;61(5):743-7. doi: 10.1104/pp.61.5.743.

The synthesis of indole-3-acetic acid (IAA) in the enzyme extracts of Nicotiana glauca, Nicotiana langsdorffii, their F1 hybrid, their amphidiploid hybrid, and the nontumorous mutant of the hybrid was investigated. Tryptamine, a possible precursor of IAA biosynthesis in Nicotiana...

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Liu ST, Katz CD, Knight CA. Indole-3-acetic Acid Synthesis in Tumorous and Nontumorous Species of Nicotiana. Plant Physiol. 1978;61(5):743-7doi: 10.1104/pp.61.5.743.
Liu, S. T., Katz, C. D., & Knight, C. A. (1978). Indole-3-acetic Acid Synthesis in Tumorous and Nontumorous Species of Nicotiana. Plant physiology, 61(5), 743-7. https://doi.org/10.1104/pp.61.5.743
Liu, S T, et al. "Indole-3-acetic Acid Synthesis in Tumorous and Nontumorous Species of Nicotiana." Plant physiology vol. 61,5 (1978): 743-7. doi: https://doi.org/10.1104/pp.61.5.743
Liu ST, Katz CD, Knight CA. Indole-3-acetic Acid Synthesis in Tumorous and Nontumorous Species of Nicotiana. Plant Physiol. 1978 May;61(5):743-7. doi: 10.1104/pp.61.5.743. PMID: 16660376; PMCID: PMC1091968.
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Gramine Accumulation in Leaves of Barley Grown under High-Temperature Stress.

Plant physiology

Hanson AD, Ditz KM, Singletary GW, Leland TJ.
PMID: 16662926
Plant Physiol. 1983 Apr;71(4):896-904. doi: 10.1104/pp.71.4.896.

The indole alkaloid gramine is toxic to animals and may play a defensive role in plants. Under certain conditions, shoots of barley cultivars such as ;Arimar' and CI 12020 accumulate gramine (N,N-dimethyl-3-aminomethylindole) and lesser amounts of its precursors 3-aminomethylindole...

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Hanson AD, Ditz KM, Singletary GW, et al. Gramine Accumulation in Leaves of Barley Grown under High-Temperature Stress. Plant Physiol. 1983;71(4):896-904doi: 10.1104/pp.71.4.896.
Hanson, A. D., Ditz, K. M., Singletary, G. W., & Leland, T. J. (1983). Gramine Accumulation in Leaves of Barley Grown under High-Temperature Stress. Plant physiology, 71(4), 896-904. https://doi.org/10.1104/pp.71.4.896
Hanson, A D, et al. "Gramine Accumulation in Leaves of Barley Grown under High-Temperature Stress." Plant physiology vol. 71,4 (1983): 896-904. doi: https://doi.org/10.1104/pp.71.4.896
Hanson AD, Ditz KM, Singletary GW, Leland TJ. Gramine Accumulation in Leaves of Barley Grown under High-Temperature Stress. Plant Physiol. 1983 Apr;71(4):896-904. doi: 10.1104/pp.71.4.896. PMID: 16662926; PMCID: PMC1066141.
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Showing 1 to 12 of 403 entries