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Copper mediated one-pot synthesis of quinazolinones and exploration of piperazine linked quinazoline derivatives as anti-mycobacterial agents

A facile method was developed for the synthesis of quinazolinone derivatives in a one-pot condensation reaction via in situ amine generation using ammonia as the amine source and with the formation of four new C–N bonds in good to excellent yields. With the optimised method, we synthesized a library...

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Autores principales: Malasala, Satyaveni, Gour, Jitendra, Ahmad, Md. Naiyaz, Gatadi, Srikanth, Shukla, Manjulika, Kaul, Grace, Dasgupta, Arunava, Madhavi, Y. V., Chopra, Sidharth, Nanduri, Srinivas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9058414/
https://www.ncbi.nlm.nih.gov/pubmed/35519697
http://dx.doi.org/10.1039/d0ra08644d
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author Malasala, Satyaveni
Gour, Jitendra
Ahmad, Md. Naiyaz
Gatadi, Srikanth
Shukla, Manjulika
Kaul, Grace
Dasgupta, Arunava
Madhavi, Y. V.
Chopra, Sidharth
Nanduri, Srinivas
author_facet Malasala, Satyaveni
Gour, Jitendra
Ahmad, Md. Naiyaz
Gatadi, Srikanth
Shukla, Manjulika
Kaul, Grace
Dasgupta, Arunava
Madhavi, Y. V.
Chopra, Sidharth
Nanduri, Srinivas
author_sort Malasala, Satyaveni
collection PubMed
description A facile method was developed for the synthesis of quinazolinone derivatives in a one-pot condensation reaction via in situ amine generation using ammonia as the amine source and with the formation of four new C–N bonds in good to excellent yields. With the optimised method, we synthesized a library of piperazine linked quinazoline derivatives and the synthesized compounds were evaluated for their inhibitory activity against Mycobacterium tuberculosis. The compounds 8b, 8e, 8f, 8m, 8n and 8v showed potent anti-mycobacterial activity with MIC values of 2–16 μg mL(−1). All the synthesized compounds follow Lipinski's rules for drug likeness.
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spelling pubmed-90584142022-05-04 Copper mediated one-pot synthesis of quinazolinones and exploration of piperazine linked quinazoline derivatives as anti-mycobacterial agents Malasala, Satyaveni Gour, Jitendra Ahmad, Md. Naiyaz Gatadi, Srikanth Shukla, Manjulika Kaul, Grace Dasgupta, Arunava Madhavi, Y. V. Chopra, Sidharth Nanduri, Srinivas RSC Adv Chemistry A facile method was developed for the synthesis of quinazolinone derivatives in a one-pot condensation reaction via in situ amine generation using ammonia as the amine source and with the formation of four new C–N bonds in good to excellent yields. With the optimised method, we synthesized a library of piperazine linked quinazoline derivatives and the synthesized compounds were evaluated for their inhibitory activity against Mycobacterium tuberculosis. The compounds 8b, 8e, 8f, 8m, 8n and 8v showed potent anti-mycobacterial activity with MIC values of 2–16 μg mL(−1). All the synthesized compounds follow Lipinski's rules for drug likeness. The Royal Society of Chemistry 2020-12-08 /pmc/articles/PMC9058414/ /pubmed/35519697 http://dx.doi.org/10.1039/d0ra08644d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Malasala, Satyaveni
Gour, Jitendra
Ahmad, Md. Naiyaz
Gatadi, Srikanth
Shukla, Manjulika
Kaul, Grace
Dasgupta, Arunava
Madhavi, Y. V.
Chopra, Sidharth
Nanduri, Srinivas
Copper mediated one-pot synthesis of quinazolinones and exploration of piperazine linked quinazoline derivatives as anti-mycobacterial agents
title Copper mediated one-pot synthesis of quinazolinones and exploration of piperazine linked quinazoline derivatives as anti-mycobacterial agents
title_full Copper mediated one-pot synthesis of quinazolinones and exploration of piperazine linked quinazoline derivatives as anti-mycobacterial agents
title_fullStr Copper mediated one-pot synthesis of quinazolinones and exploration of piperazine linked quinazoline derivatives as anti-mycobacterial agents
title_full_unstemmed Copper mediated one-pot synthesis of quinazolinones and exploration of piperazine linked quinazoline derivatives as anti-mycobacterial agents
title_short Copper mediated one-pot synthesis of quinazolinones and exploration of piperazine linked quinazoline derivatives as anti-mycobacterial agents
title_sort copper mediated one-pot synthesis of quinazolinones and exploration of piperazine linked quinazoline derivatives as anti-mycobacterial agents
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9058414/
https://www.ncbi.nlm.nih.gov/pubmed/35519697
http://dx.doi.org/10.1039/d0ra08644d
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