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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.

SUBMITTER: Choi OK 

PROVIDER: S-EPMC8779526 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

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

Choi Ok Kyoung OK   Sun Yong Ho YH   Lee Hyemi H   Lee Joon Kwang JK   Lee Tae Hoon TH   Kim Hakwon H  

Pharmaceuticals (Basel, Switzerland) 20220104 1


A series of (<i>S</i>)-3-(1-aminoethyl)-8-pyrimidinyl-2-phenylisoquinoline-1(2<i>H</i>)-ones <b>3a</b>-<b>3k</b> was synthesized in 40-98% yield through Suzuki-Miyaura coupling using Pd(PPh<sub>3</sub>)<sub>2</sub>Cl<sub>2</sub>, Sphos, and K<sub>2</sub>CO<sub>3</sub> in THF/H<sub>2</sub>O mixed solvent. All newly synthesized compounds were evaluated for cell viability (IC<sub>50</sub>) against MDA-MB-231, HeLa, and HepG2 cells. The antitumor activities of <b>3a</b>-<b>3k</b> were improved when  ...[more]

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