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

  • Pharmaceuticals (Basel). 2022 Jan 4;15(1):64. doi: 10.3390/ph15010064.
Ok Kyoung Choi  1  2 ,  Yong Ho Sun  2 ,  Hyemi Lee  2 ,  Joon Kwang Lee  2 ,  Tae Hoon Lee  1 ,  Hakwon Kim  1
Affiliations
  • 1. Department of Applied Chemistry and Global Center for Pharmaceutical Ingredient Materials, Kyung Hee University, Yongin 17410, Korea.
  • 2. Process Research, Boryung R&D Institute, Ansan 15425, Korea.
PMID: 35056121 DOI: 10.3390/ph15010064
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; Suzuki–Miyaura coupling; antitumor; cytotoxicity.
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