Synthesis and isolation of nitro-β-carbolines obtained by nitration of commercial β-carboline alkaloids

Nitration of commercial full aromatic β-carboline alkaloids nor-harmane (1), harmane (2), harmine (3), harmol (4), and the 7-acetylated derivative of harmol (5) is described. Advantages and disadvantages of different nitration reagents which involve acidic conditions (HNO3/H+) and neutral conditions...

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Autores principales: Ponce, María Alejandra, Erra Balsells, Rosa
Publicado: 2001
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v38_n5_p1071_Ponce
http://hdl.handle.net/20.500.12110/paper_0022152X_v38_n5_p1071_Ponce
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id paper:paper_0022152X_v38_n5_p1071_Ponce
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spelling paper:paper_0022152X_v38_n5_p1071_Ponce2023-06-08T14:46:47Z Synthesis and isolation of nitro-β-carbolines obtained by nitration of commercial β-carboline alkaloids Ponce, María Alejandra Erra Balsells, Rosa ammonium nitrate beta carboline carboline derivative carbon 13 copper derivative harman harmine harmol harmol derivative unclassified drug article drug isolation drug synthesis light absorption nitration nuclear magnetic resonance spectroscopy proton nuclear magnetic resonance reaction analysis ultraviolet spectroscopy Nitration of commercial full aromatic β-carboline alkaloids nor-harmane (1), harmane (2), harmine (3), harmol (4), and the 7-acetylated derivative of harmol (5) is described. Advantages and disadvantages of different nitration reagents which involve acidic conditions (HNO3/H+) and neutral conditions (Cu(NO3)2; ceric ammonium nitrate) are discussed. A complete 1H and 13C-nmr characterization including ms and also uv absorption spectra in neutral and acid media is presented. A detailed ei-ms and ld-tof-ms study is enclosed because the nitro-β-carbolines constitute a new family of β-carboline-like chromophores with potential use as matrix in uv-maldi-tof-ms. Fil:Ponce, M.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Erra-Balsells, R. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2001 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v38_n5_p1071_Ponce http://hdl.handle.net/20.500.12110/paper_0022152X_v38_n5_p1071_Ponce
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic ammonium nitrate
beta carboline
carboline derivative
carbon 13
copper derivative
harman
harmine
harmol
harmol derivative
unclassified drug
article
drug isolation
drug synthesis
light absorption
nitration
nuclear magnetic resonance spectroscopy
proton nuclear magnetic resonance
reaction analysis
ultraviolet spectroscopy
spellingShingle ammonium nitrate
beta carboline
carboline derivative
carbon 13
copper derivative
harman
harmine
harmol
harmol derivative
unclassified drug
article
drug isolation
drug synthesis
light absorption
nitration
nuclear magnetic resonance spectroscopy
proton nuclear magnetic resonance
reaction analysis
ultraviolet spectroscopy
Ponce, María Alejandra
Erra Balsells, Rosa
Synthesis and isolation of nitro-β-carbolines obtained by nitration of commercial β-carboline alkaloids
topic_facet ammonium nitrate
beta carboline
carboline derivative
carbon 13
copper derivative
harman
harmine
harmol
harmol derivative
unclassified drug
article
drug isolation
drug synthesis
light absorption
nitration
nuclear magnetic resonance spectroscopy
proton nuclear magnetic resonance
reaction analysis
ultraviolet spectroscopy
description Nitration of commercial full aromatic β-carboline alkaloids nor-harmane (1), harmane (2), harmine (3), harmol (4), and the 7-acetylated derivative of harmol (5) is described. Advantages and disadvantages of different nitration reagents which involve acidic conditions (HNO3/H+) and neutral conditions (Cu(NO3)2; ceric ammonium nitrate) are discussed. A complete 1H and 13C-nmr characterization including ms and also uv absorption spectra in neutral and acid media is presented. A detailed ei-ms and ld-tof-ms study is enclosed because the nitro-β-carbolines constitute a new family of β-carboline-like chromophores with potential use as matrix in uv-maldi-tof-ms.
author Ponce, María Alejandra
Erra Balsells, Rosa
author_facet Ponce, María Alejandra
Erra Balsells, Rosa
author_sort Ponce, María Alejandra
title Synthesis and isolation of nitro-β-carbolines obtained by nitration of commercial β-carboline alkaloids
title_short Synthesis and isolation of nitro-β-carbolines obtained by nitration of commercial β-carboline alkaloids
title_full Synthesis and isolation of nitro-β-carbolines obtained by nitration of commercial β-carboline alkaloids
title_fullStr Synthesis and isolation of nitro-β-carbolines obtained by nitration of commercial β-carboline alkaloids
title_full_unstemmed Synthesis and isolation of nitro-β-carbolines obtained by nitration of commercial β-carboline alkaloids
title_sort synthesis and isolation of nitro-β-carbolines obtained by nitration of commercial β-carboline alkaloids
publishDate 2001
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v38_n5_p1071_Ponce
http://hdl.handle.net/20.500.12110/paper_0022152X_v38_n5_p1071_Ponce
work_keys_str_mv AT poncemariaalejandra synthesisandisolationofnitrobcarbolinesobtainedbynitrationofcommercialbcarbolinealkaloids
AT errabalsellsrosa synthesisandisolationofnitrobcarbolinesobtainedbynitrationofcommercialbcarbolinealkaloids
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