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

Ok Kyoung Choi; Yong Ho Sun; Hyemi Lee; Joon Kwang Lee; Tae Hoon Lee; Hakwon Kim

doi:10.3390/ph15010064

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

Ok Kyoung Choi
, Yong Ho Sun
, Hyemi Lee
, Joon Kwang Lee
, Tae Hoon Lee
, Hakwon Kim

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

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(PPh₃)₂Cl₂, Sphos, and K₂CO₃ in THF/H2O mixed solvent. All newly synthesized compounds were evaluated for cell viability (IC50) 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.

Original language	English
Article number	64
Journal	Pharmaceuticals
Volume	15
Issue number	1
DOIs	https://doi.org/10.3390/ph15010064
Publication status	Published - Jan 2022

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Publisher Copyright:
© 2022 by the authors. Licensee MDPI, Basel, Switzerland.

Keywords

(S)-3-(1-aminoethyl)-8-pyrimidinyl-2-phenylisoquinoline-1(2H)-one
Antitumor
Cytotoxicity
Suzuki-Miyaura coupling

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10.3390/ph15010064

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

abstract = "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(PPh3)2Cl2, Sphos, and K2CO3 in THF/H2O mixed solvent. All newly synthesized compounds were evaluated for cell viability (IC50) 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.",

keywords = "(S)-3-(1-aminoethyl)-8-pyrimidinyl-2-phenylisoquinoline-1(2H)-one, Antitumor, Cytotoxicity, Suzuki-Miyaura coupling",

author = "Choi, \{Ok Kyoung\} and Sun, \{Yong Ho\} and Hyemi Lee and Lee, \{Joon Kwang\} and Lee, \{Tae Hoon\} and Hakwon Kim",

note = "Publisher Copyright: {\textcopyright} 2022 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2022",

month = jan,

doi = "10.3390/ph15010064",

language = "English",

volume = "15",

journal = "Pharmaceuticals",

issn = "1424-8247",

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T1 - Synthesis of Novel (S)-3-(1-Aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2H)-ones by Suzuki-Miyaura Coupling and Their Cell Toxicity Activities

AU - Choi, Ok Kyoung

AU - Sun, Yong Ho

AU - Lee, Hyemi

AU - Lee, Joon Kwang

AU - Lee, Tae Hoon

AU - Kim, Hakwon

PY - 2022/1

Y1 - 2022/1

N2 - 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(PPh3)2Cl2, Sphos, and K2CO3 in THF/H2O mixed solvent. All newly synthesized compounds were evaluated for cell viability (IC50) 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.

AB - 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(PPh3)2Cl2, Sphos, and K2CO3 in THF/H2O mixed solvent. All newly synthesized compounds were evaluated for cell viability (IC50) 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.

KW - (S)-3-(1-aminoethyl)-8-pyrimidinyl-2-phenylisoquinoline-1(2H)-one

KW - Antitumor

KW - Cytotoxicity

KW - Suzuki-Miyaura coupling

UR - https://www.scopus.com/pages/publications/85139525655

U2 - 10.3390/ph15010064

DO - 10.3390/ph15010064

M3 - Article

AN - SCOPUS:85139525655

SN - 1424-8247

VL - 15

JO - Pharmaceuticals

JF - Pharmaceuticals

IS - 1

M1 - 64

ER -

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

Abstract

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Keywords

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