Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine and Its Deaza Analogue

Derivatives of the new ring systems bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine-6,13-dione and its deaza analogue pyrido[4'',3'':4',5']pyrrolo-[1',2':4,5]pyrazino[1,2-a]indole-6,13-dione were conveniently synthesized through a four-s...

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Autores principales: Parrino, Barbara, Spanò, Virginia, Carbone, Anna, Barraja, Paola, Diana, Patrizia, Cirrincione, Girolamo, Montalbano, Alessandra
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270686/
https://www.ncbi.nlm.nih.gov/pubmed/25178059
http://dx.doi.org/10.3390/molecules190913342
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author Parrino, Barbara
Spanò, Virginia
Carbone, Anna
Barraja, Paola
Diana, Patrizia
Cirrincione, Girolamo
Montalbano, Alessandra
author_facet Parrino, Barbara
Spanò, Virginia
Carbone, Anna
Barraja, Paola
Diana, Patrizia
Cirrincione, Girolamo
Montalbano, Alessandra
author_sort Parrino, Barbara
collection PubMed
description Derivatives of the new ring systems bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine-6,13-dione and its deaza analogue pyrido[4'',3'':4',5']pyrrolo-[1',2':4,5]pyrazino[1,2-a]indole-6,13-dione were conveniently synthesized through a four-step sequence. Symmetrical derivatives of the former ring system were obtained through self condensation. On the other hand, condensation of 6-azaindole carboxylic acid with indole 2-carboxylic acid afforded the deaza analogue ring system. Derivatives of the title ring system were tested by the National Cancer Institute (Bethesda, MD, USA) and four of them exhibited modest activity against MCF7 (a breast cancer cell line) and/or UO-31 (a renal cancer cell line).
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spelling pubmed-62706862018-12-27 Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine and Its Deaza Analogue Parrino, Barbara Spanò, Virginia Carbone, Anna Barraja, Paola Diana, Patrizia Cirrincione, Girolamo Montalbano, Alessandra Molecules Article Derivatives of the new ring systems bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine-6,13-dione and its deaza analogue pyrido[4'',3'':4',5']pyrrolo-[1',2':4,5]pyrazino[1,2-a]indole-6,13-dione were conveniently synthesized through a four-step sequence. Symmetrical derivatives of the former ring system were obtained through self condensation. On the other hand, condensation of 6-azaindole carboxylic acid with indole 2-carboxylic acid afforded the deaza analogue ring system. Derivatives of the title ring system were tested by the National Cancer Institute (Bethesda, MD, USA) and four of them exhibited modest activity against MCF7 (a breast cancer cell line) and/or UO-31 (a renal cancer cell line). MDPI 2014-08-29 /pmc/articles/PMC6270686/ /pubmed/25178059 http://dx.doi.org/10.3390/molecules190913342 Text en © 2014 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Parrino, Barbara
Spanò, Virginia
Carbone, Anna
Barraja, Paola
Diana, Patrizia
Cirrincione, Girolamo
Montalbano, Alessandra
Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine and Its Deaza Analogue
title Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine and Its Deaza Analogue
title_full Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine and Its Deaza Analogue
title_fullStr Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine and Its Deaza Analogue
title_full_unstemmed Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine and Its Deaza Analogue
title_short Synthesis of the New Ring System Bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine and Its Deaza Analogue
title_sort synthesis of the new ring system bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d]pyrazine and its deaza analogue
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270686/
https://www.ncbi.nlm.nih.gov/pubmed/25178059
http://dx.doi.org/10.3390/molecules190913342
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