Synthesis of Novel (S)-3-(1-Aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2H)-ones by Suzuki–Miyaura Coupling and Their Cell Toxicity Activities

A series of (S)-3-(1-aminoethyl)-8-pyrimidinyl-2-phenylisoquinoline-1(2H)-ones 3a–3k was synthesized in 40–98% yield through Suzuki–Miyaura coupling using Pd(PPh(3))(2)Cl(2), Sphos, and K(2)CO(3) in THF/H(2)O mixed solvent. All newly synthesized compounds were evaluated for cell viability (IC(50)) a...

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Autores principales: Choi, Ok Kyoung, Sun, Yong Ho, Lee, Hyemi, Lee, Joon Kwang, Lee, Tae Hoon, Kim, Hakwon
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8779526/
https://www.ncbi.nlm.nih.gov/pubmed/35056121
http://dx.doi.org/10.3390/ph15010064
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author Choi, Ok Kyoung
Sun, Yong Ho
Lee, Hyemi
Lee, Joon Kwang
Lee, Tae Hoon
Kim, Hakwon
author_facet Choi, Ok Kyoung
Sun, Yong Ho
Lee, Hyemi
Lee, Joon Kwang
Lee, Tae Hoon
Kim, Hakwon
author_sort Choi, Ok Kyoung
collection PubMed
description A series of (S)-3-(1-aminoethyl)-8-pyrimidinyl-2-phenylisoquinoline-1(2H)-ones 3a–3k was synthesized in 40–98% yield through Suzuki–Miyaura coupling using Pd(PPh(3))(2)Cl(2), Sphos, and K(2)CO(3) in THF/H(2)O mixed solvent. All newly synthesized compounds were evaluated for cell viability (IC(50)) against MDA-MB-231, HeLa, and HepG2 cells. The antitumor activities of 3a–3k were improved when various pyrimidine motifs were introduced at position C-8 of the isoquinolinone ring.
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spelling pubmed-87795262022-01-22 Synthesis of Novel (S)-3-(1-Aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2H)-ones by Suzuki–Miyaura Coupling and Their Cell Toxicity Activities Choi, Ok Kyoung Sun, Yong Ho Lee, Hyemi Lee, Joon Kwang Lee, Tae Hoon Kim, Hakwon Pharmaceuticals (Basel) Communication A series of (S)-3-(1-aminoethyl)-8-pyrimidinyl-2-phenylisoquinoline-1(2H)-ones 3a–3k was synthesized in 40–98% yield through Suzuki–Miyaura coupling using Pd(PPh(3))(2)Cl(2), Sphos, and K(2)CO(3) in THF/H(2)O mixed solvent. All newly synthesized compounds were evaluated for cell viability (IC(50)) against MDA-MB-231, HeLa, and HepG2 cells. The antitumor activities of 3a–3k were improved when various pyrimidine motifs were introduced at position C-8 of the isoquinolinone ring. MDPI 2022-01-04 /pmc/articles/PMC8779526/ /pubmed/35056121 http://dx.doi.org/10.3390/ph15010064 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Choi, Ok Kyoung
Sun, Yong Ho
Lee, Hyemi
Lee, Joon Kwang
Lee, Tae Hoon
Kim, Hakwon
Synthesis of Novel (S)-3-(1-Aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2H)-ones by Suzuki–Miyaura Coupling and Their Cell Toxicity Activities
title Synthesis of Novel (S)-3-(1-Aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2H)-ones by Suzuki–Miyaura Coupling and Their Cell Toxicity Activities
title_full Synthesis of Novel (S)-3-(1-Aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2H)-ones by Suzuki–Miyaura Coupling and Their Cell Toxicity Activities
title_fullStr Synthesis of Novel (S)-3-(1-Aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2H)-ones by Suzuki–Miyaura Coupling and Their Cell Toxicity Activities
title_full_unstemmed Synthesis of Novel (S)-3-(1-Aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2H)-ones by Suzuki–Miyaura Coupling and Their Cell Toxicity Activities
title_short Synthesis of Novel (S)-3-(1-Aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2H)-ones by Suzuki–Miyaura Coupling and Their Cell Toxicity Activities
title_sort synthesis of novel (s)-3-(1-aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2h)-ones by suzuki–miyaura coupling and their cell toxicity activities
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8779526/
https://www.ncbi.nlm.nih.gov/pubmed/35056121
http://dx.doi.org/10.3390/ph15010064
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