Microwave-Assisted Synthesis, Structure, and Preliminary Biological Evaluation of Novel 6-Methoxy-5,6-dihydro-5-azapurines

[Image: see text] We herein disclose the microwave-assisted synthesis of previously unreported 6-methoxy-5,6-dihydro-5-azapurines, whose purine-like scaffold is promising for drug discovery. The method is simple, fast, and relies on easily accessible reagents such as trimethyl orthoformate, acetic a...

Descripción completa

Detalles Bibliográficos
Autores principales: Siutkina, Alena I., Kalinina, Svetlana, Liu, Rongfang, Heitman, Laura H., Junker, Anna, Daniliuc, Constantin G., Kalinin, Dmitrii V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10116508/
https://www.ncbi.nlm.nih.gov/pubmed/37091407
http://dx.doi.org/10.1021/acsomega.3c00765
_version_ 1785028438346694656
author Siutkina, Alena I.
Kalinina, Svetlana
Liu, Rongfang
Heitman, Laura H.
Junker, Anna
Daniliuc, Constantin G.
Kalinin, Dmitrii V.
author_facet Siutkina, Alena I.
Kalinina, Svetlana
Liu, Rongfang
Heitman, Laura H.
Junker, Anna
Daniliuc, Constantin G.
Kalinin, Dmitrii V.
author_sort Siutkina, Alena I.
collection PubMed
description [Image: see text] We herein disclose the microwave-assisted synthesis of previously unreported 6-methoxy-5,6-dihydro-5-azapurines, whose purine-like scaffold is promising for drug discovery. The method is simple, fast, and relies on easily accessible reagents such as trimethyl orthoformate, acetic acid, and aminotriazole-derived N,N′-disubstituted formamidines. The preliminary biological evaluation revealed that selected representatives of synthesized 6-methoxy-5,6-dihydro-5-azapurines dose-dependently reduce the viability of HepG2 and A549 cancer cells having little to no influence on five tested purinergic receptors.
format Online
Article
Text
id pubmed-10116508
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-101165082023-04-21 Microwave-Assisted Synthesis, Structure, and Preliminary Biological Evaluation of Novel 6-Methoxy-5,6-dihydro-5-azapurines Siutkina, Alena I. Kalinina, Svetlana Liu, Rongfang Heitman, Laura H. Junker, Anna Daniliuc, Constantin G. Kalinin, Dmitrii V. ACS Omega [Image: see text] We herein disclose the microwave-assisted synthesis of previously unreported 6-methoxy-5,6-dihydro-5-azapurines, whose purine-like scaffold is promising for drug discovery. The method is simple, fast, and relies on easily accessible reagents such as trimethyl orthoformate, acetic acid, and aminotriazole-derived N,N′-disubstituted formamidines. The preliminary biological evaluation revealed that selected representatives of synthesized 6-methoxy-5,6-dihydro-5-azapurines dose-dependently reduce the viability of HepG2 and A549 cancer cells having little to no influence on five tested purinergic receptors. American Chemical Society 2023-04-05 /pmc/articles/PMC10116508/ /pubmed/37091407 http://dx.doi.org/10.1021/acsomega.3c00765 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Siutkina, Alena I.
Kalinina, Svetlana
Liu, Rongfang
Heitman, Laura H.
Junker, Anna
Daniliuc, Constantin G.
Kalinin, Dmitrii V.
Microwave-Assisted Synthesis, Structure, and Preliminary Biological Evaluation of Novel 6-Methoxy-5,6-dihydro-5-azapurines
title Microwave-Assisted Synthesis, Structure, and Preliminary Biological Evaluation of Novel 6-Methoxy-5,6-dihydro-5-azapurines
title_full Microwave-Assisted Synthesis, Structure, and Preliminary Biological Evaluation of Novel 6-Methoxy-5,6-dihydro-5-azapurines
title_fullStr Microwave-Assisted Synthesis, Structure, and Preliminary Biological Evaluation of Novel 6-Methoxy-5,6-dihydro-5-azapurines
title_full_unstemmed Microwave-Assisted Synthesis, Structure, and Preliminary Biological Evaluation of Novel 6-Methoxy-5,6-dihydro-5-azapurines
title_short Microwave-Assisted Synthesis, Structure, and Preliminary Biological Evaluation of Novel 6-Methoxy-5,6-dihydro-5-azapurines
title_sort microwave-assisted synthesis, structure, and preliminary biological evaluation of novel 6-methoxy-5,6-dihydro-5-azapurines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10116508/
https://www.ncbi.nlm.nih.gov/pubmed/37091407
http://dx.doi.org/10.1021/acsomega.3c00765
work_keys_str_mv AT siutkinaalenai microwaveassistedsynthesisstructureandpreliminarybiologicalevaluationofnovel6methoxy56dihydro5azapurines
AT kalininasvetlana microwaveassistedsynthesisstructureandpreliminarybiologicalevaluationofnovel6methoxy56dihydro5azapurines
AT liurongfang microwaveassistedsynthesisstructureandpreliminarybiologicalevaluationofnovel6methoxy56dihydro5azapurines
AT heitmanlaurah microwaveassistedsynthesisstructureandpreliminarybiologicalevaluationofnovel6methoxy56dihydro5azapurines
AT junkeranna microwaveassistedsynthesisstructureandpreliminarybiologicalevaluationofnovel6methoxy56dihydro5azapurines
AT daniliucconstanting microwaveassistedsynthesisstructureandpreliminarybiologicalevaluationofnovel6methoxy56dihydro5azapurines
AT kalinindmitriiv microwaveassistedsynthesisstructureandpreliminarybiologicalevaluationofnovel6methoxy56dihydro5azapurines

Ejemplares similares